The RhCl3-3H(2)O/i-Pr2NEt-catalyzed [2+2+2] cyclotrimerization of alkynes has been achieved. The reaction can be widely used for various alkynes and provides tri- OF hexa-substituted benzenes regioselectively in high yields. The [2+2+2] cycloaddition of diynes and alkynes is also developed, and it affords benzene derivatives in moderate to high yields.
en-copyright= kn-copyright= en-aut-name=YoshidaKenta en-aut-sei=Yoshida en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=MorimotoIchiro en-aut-sei=Morimoto en-aut-mei=Ichiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=TanakaHideo en-aut-sei=Tanaka en-aut-mei=Hideo kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, affil-num=2 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=3 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=4 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University en-keyword=Rh/amine catalyst kn-keyword=Rh/amine catalyst en-keyword=cyclotrimerization kn-keyword=cyclotrimerization en-keyword=hexa-substituted benzene kn-keyword=hexa-substituted benzene END start-ver=1.4 cd-journal=joma no-vol=21 cd-vols= no-issue=7 article-no= start-page=2171 end-page=2175 dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=20190307 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel-Crafts C-H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives en-subtitle= kn-subtitle= en-abstract= kn-abstract= The first synthesis of dithieno-1,2-oxaborine derivatives was achieved via iodide-mediated or iodide-catalyzed demethylation of 3-methoxy-2,2'-bithiophene and subsequent C-H borylation. A wide variety of thiophene-fused oxaborines could be synthesized by the procedure. en-copyright= kn-copyright= en-aut-name=ShigemoriKeisuke en-aut-sei=Shigemori en-aut-mei=Keisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=WatanabeMomoka en-aut-sei=Watanabe en-aut-mei=Momoka kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=KongJulie en-aut-sei=Kong en-aut-mei=Julie kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=WakamiyaAtsushi en-aut-sei=Wakamiya en-aut-mei=Atsushi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=MandaiHiroki en-aut-sei=Mandai en-aut-mei=Hiroki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil=Institute for Chemical Research, Kyoto University kn-affil= affil-num=6 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=7 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=31 cd-vols= no-issue=19 article-no= start-page=1947 end-page=1952 dt-received= dt-revised= dt-accepted= dt-pub-year=2020 dt-pub=20200921 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Integrated Synthesis of Thienyl Thioethers and Thieno[3,2-b]thiophenes via 1-Benzothiophen-3(2H)-ones en-subtitle= kn-subtitle= en-abstract= kn-abstract=A one-pot procedure for the synthesis of thienyl thioethers is described. Several thienyl thioethers were synthesized by a TfOH-promoted Friedel?Crafts-type cyclization, a subsequent nucleophilic attack by an arenethiol, and dehydration. This protocol was successfully applied to the synthesis of thienoacene derivatives by using a Pd-catalyzed dehydrogenative cyclization. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=HabaraNanae en-aut-sei=Habara en-aut-mei=Nanae kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=KobashiYoshiak en-aut-sei=Kobashi en-aut-mei=Yoshiak kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=KurimotoYuji en-aut-sei=Kurimoto en-aut-mei=Yuji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=MandaiHiroki en-aut-sei=Mandai en-aut-mei=Hiroki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil= Department of Pharmacy, Faculty of Pharmacy, Gifu University of Medical Science kn-affil= affil-num=6 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=thienyl thioethers kn-keyword=thienyl thioethers en-keyword=thioetherification kn-keyword=thioetherification en-keyword=one-pot synthesis kn-keyword=one-pot synthesis en-keyword=metal-free kn-keyword=metal-free en-keyword=halide-free kn-keyword=halide-free en-keyword=thienoacenes kn-keyword=thienoacenes END start-ver=1.4 cd-journal=joma no-vol=49 cd-vols= no-issue=15 article-no= start-page=2363 end-page=2365 dt-received= dt-revised= dt-accepted= dt-pub-year=2008 dt-pub=20080708 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Facile synthetic procedure for and electrochemical properties of hexa(2-thienyl)benzenes directed toward electroactive materials en-subtitle= kn-subtitle= en-abstract= kn-abstract=In the presence of RhCl3 center dot 3H(2)O and i-Pr2NEt, the cyclotrimerization of di(2-thienyl)acetylenes proceeded smoothly to afford hexa(2-thienyl)benzenes. CV analysis of the hexa(2-thienyl)benzenes showed that they may be useful as electroactive materials.
en-copyright= kn-copyright= en-aut-name=YoshidaKenta en-aut-sei=Yoshida en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=MorimotoIchiro en-aut-sei=Morimoto en-aut-mei=Ichiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=TanakaHideo en-aut-sei=Tanaka en-aut-mei=Hideo kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=2 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=3 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=4 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University en-keyword=Rh/amine catalyst kn-keyword=Rh/amine catalyst en-keyword=cyclotrimerization kn-keyword=cyclotrimerization en-keyword=hexa(2-thienyl)benzene kn-keyword=hexa(2-thienyl)benzene en-keyword=electroactive material kn-keyword=electroactive material END start-ver=1.4 cd-journal=joma no-vol=23 cd-vols= no-issue=8 article-no= start-page=3120 end-page=3124 dt-received= dt-revised= dt-accepted= dt-pub-year=2021 dt-pub=20210405 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrosynthesis of Phosphacycles via Dehydrogenative C?P Bond Formation Using DABCO as a Mediator en-subtitle= kn-subtitle= en-abstract= kn-abstract=The first electrochemical synthesis of diarylphosphole oxides (DPOs) was achieved under mild conditions. The practical protocol employs commercially available and inexpensive DABCO as a hydrogen atom transfer (HAT) mediator, leading to various DPOs in moderate to good yields. This procedure can also be applied to the synthesis of six-membered phosphacycles, such as phenophosphazine derivatives. Mechanistic studies suggested that the reaction proceeds via an electro-generated phosphinyl radical. en-copyright= kn-copyright= en-aut-name=KurimotoYuji en-aut-sei=Kurimoto en-aut-mei=Yuji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YamashitaJun en-aut-sei=Yamashita en-aut-mei=Jun kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=18 cd-vols= no-issue= article-no= start-page=1055 end-page=1061 dt-received= dt-revised= dt-accepted= dt-pub-year=2022 dt-pub=20220819 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrochemical hydrogenation of enones using a proton- exchange membrane reactor: selectivity and utility en-subtitle= kn-subtitle= en-abstract= kn-abstract=Electrochemical hydrogenation of enones using a proton-exchange membrane reactor is described. The reduction of enones proceeded smoothly under mild conditions to afford ketones or alcohols. The reaction occurred chemoselectively with the use of different cathode catalysts (Pd/C or Ir/C). en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=InoueHaruka en-aut-sei=Inoue en-aut-mei=Haruka kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=NikiYuta en-aut-sei=Niki en-aut-mei=Yuta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=enone kn-keyword=enone en-keyword=hydrogenation kn-keyword=hydrogenation en-keyword=iridium kn-keyword=iridium en-keyword=palladium kn-keyword=palladium en-keyword=PEM reactor kn-keyword=PEM reactor END start-ver=1.4 cd-journal=joma no-vol=46 cd-vols= no-issue=48 article-no= start-page=9256 end-page=9258 dt-received= dt-revised= dt-accepted= dt-pub-year=2010 dt-pub=2010 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids en-subtitle= kn-subtitle= en-abstract= kn-abstract=An electro-oxidative method for generating silver acetylides from acetylenes with a Ag anode was developed. The reaction could be integrated into a Pd-catalysed electrochemical Sonogashira-type reaction. In the presence of the catalytic amount of Pd(OAc)(2) and 4-BzO-TEMPO, electro-generated silver acetylides reacted immediately with arylboronic acids to afford the corresponding coupling adducts in high yields. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=ShiragaTakuya en-aut-sei=Shiraga en-aut-mei=Takuya kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MizukawaJun-ichi en-aut-sei=Mizukawa en-aut-mei=Jun-ichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=TanakaHideo en-aut-sei=Tanaka en-aut-mei=Hideo kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=2 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=3 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=4 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University affil-num=5 en-affil= kn-affil=Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University END start-ver=1.4 cd-journal=joma no-vol=59 cd-vols= no-issue=20 article-no= start-page=7803 end-page=7807 dt-received= dt-revised= dt-accepted= dt-pub-year=2020 dt-pub=20200220 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrochemical Synthesis of Thienoacene Derivatives: Transition]Metal]Free Dehydrogenative C?S Coupling Promoted by a Halogen Mediator en-subtitle= kn-subtitle= en-abstract= kn-abstract=The first electrochemical dehydrogenative C?S bond formation leading to thienoacene derivatives is described. Several thienoacene derivatives were synthesized by dehydrogenative C?H/S?H coupling. The addition of nBu4NBr, which catalytically promoted the reaction as a halogen mediator, was essential. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=MatsuoRen en-aut-sei=Matsuo en-aut-mei=Ren kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=YonezawaToki en-aut-sei=Yonezawa en-aut-mei=Toki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=InoueHaruka en-aut-sei=Inoue en-aut-mei=Haruka kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=MandaiHiroki en-aut-sei=Mandai en-aut-mei=Hiroki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil=Department of Medical Technology, Gifu University of Medical Science kn-affil= affil-num=6 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=cross-coupling kn-keyword=cross-coupling en-keyword=cyclization kn-keyword=cyclization en-keyword=electrochemistry kn-keyword=electrochemistry en-keyword=heterocycles kn-keyword=heterocycles en-keyword=synthetic methods kn-keyword=synthetic methods END start-ver=1.4 cd-journal=joma no-vol=91 cd-vols= no-issue=11 article-no= start-page=112007 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2023 dt-pub=20231128 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrochemical Synthesis of Dibenzothiophene S,S-Dioxides from Biaryl Sulfonyl Hydrazides en-subtitle= kn-subtitle= en-abstract= kn-abstract=The electrochemical synthesis of dibenzothiophene S,S-dioxides was achieved by the anodic oxidation of biaryl sulfonyl hydrazides. The use of Bu4NOTf as the electrolyte in HFIP/CH3NO2 (15 : 1) is essential. Several biaryl sulfonyl hydrazides followed by dibenzothiophene S,S-dioxides under mild electrochemical conditions. Control experiments and density functional theory calculations suggested that the electrooxidation of biaryl sulfonyl hydrazides would generate sulfonyl radicals or sulfonyl cations which were converted to dibenzothiophene S,S-dioxides. en-copyright= kn-copyright= en-aut-name=OkumuraYasuyuki en-aut-sei=Okumura en-aut-mei=Yasuyuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= en-keyword=Electrosynthesis kn-keyword=Electrosynthesis en-keyword=Benzothiophene S,S-Dioxide kn-keyword=Benzothiophene S,S-Dioxide en-keyword=Sulfonyl Hydrazide kn-keyword=Sulfonyl Hydrazide en-keyword=Sulfonyl Radical kn-keyword=Sulfonyl Radical END start-ver=1.4 cd-journal=joma no-vol= cd-vols= no-issue= article-no= start-page=e202300835 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2023 dt-pub=20231113 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Electrochemical Coupling Reactions Using Non]Transition Metal Mediators: Recent Advances en-subtitle= kn-subtitle= en-abstract= kn-abstract=Indirect electrolysis method using appropriate mediators enables numerous chemical reactions. The general principles of mediators were described herein with a particular focus on non-transition metal mediators. Recent representative examples of bond formation reactions by indirect electrolysis are summarized and discussed here. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=OkumuraYasuyuki en-aut-sei=Okumura en-aut-mei=Yasuyuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil=Division of Applied Chemistry Graduate School of Environmental Life, Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry Graduate School of Environmental Life, Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry Graduate School of Environmental Life, Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry Graduate School of Environmental Life, Natural Science and Technology, Okayama University kn-affil= en-keyword=electrocatalysis kn-keyword=electrocatalysis en-keyword=electrochemistry kn-keyword=electrochemistry en-keyword=electrosynthesis kn-keyword=electrosynthesis en-keyword=indirect electrolysis kn-keyword=indirect electrolysis en-keyword=mediator kn-keyword=mediator END start-ver=1.4 cd-journal=joma no-vol=47 cd-vols= no-issue=8 article-no= start-page=1044 end-page=1047 dt-received= dt-revised= dt-accepted= dt-pub-year=2018 dt-pub=201808 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Cu/Fe/O=PPh3-Catalyzed Etherification for the Synthesis of Aryl 3-Benzo[b]thienyl Ethers en-subtitle= kn-subtitle= en-abstract= kn-abstract= Cu/Fe-cocatalyzed cross-coupling reactions between 3-bromobenzo[b]thiophene and hydroxyaryls are described herein. The combination of Cu and Fe catalysts is important for the progress of the reactions, and the use of triphenylphosphine oxide as a ligand suppresses the dehalogenation of 3-bromobenzo[b]thiophene, and promptly facilitates the reaction. The obtained aryl benzo[b]thienyl ethers can be converted to pextended thienobenzofuran derivatives via Pd-catalyzed dehydrogenative cyclizations. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=AsadaTakuya en-aut-sei=Asada en-aut-mei=Takuya kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=InadaTomohiro en-aut-sei=Inada en-aut-mei=Tomohiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=KurimotoYuji en-aut-sei=Kurimoto en-aut-mei=Yuji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=MandaiHiroki en-aut-sei=Mandai en-aut-mei=Hiroki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=6 en-affil=Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=Aryl thienyl ether kn-keyword=Aryl thienyl ether en-keyword=Cu/Fe-cocatalyst kn-keyword=Cu/Fe-cocatalyst en-keyword=Cross-coupling kn-keyword=Cross-coupling END start-ver=1.4 cd-journal=joma no-vol=91 cd-vols= no-issue=11 article-no= start-page=112005 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2023 dt-pub=20231128 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Cathodic N-O Bond Cleavage of N-Alkoxy Amide en-subtitle= kn-subtitle= en-abstract= kn-abstract=Cathodic reduction efficiently cleaved N-O bonds. The simple cathodic reduction of Weinreb amides in a divided cell afforded the corresponding amide in good yields. Cyclic voltammetry experiments and density functional theory calculations suggested that the direct reduction of the N-methoxy amide generates the methoxy radical and amide anion. The release of methanol derived from methoxy radical would be the driving force of the N-O bond cleavage. en-copyright= kn-copyright= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=OgitaSayaka en-aut-sei=Ogita en-aut-mei=Sayaka kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= en-keyword=N-Alkoxy Amide kn-keyword=N-Alkoxy Amide en-keyword=Cathodic Reduction kn-keyword=Cathodic Reduction en-keyword=Weinreb Amide kn-keyword=Weinreb Amide END start-ver=1.4 cd-journal=joma no-vol=11 cd-vols= no-issue=1 article-no= start-page=e202300499 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2023 dt-pub=20231212 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Alkynylation of Aldehydes Initiated by Cathodic Reduction en-subtitle= kn-subtitle= en-abstract= kn-abstract=Alkynylation of aldehydes initiated by cathodic reduction was performed. The cathodic alkynylation required only a semi-catalytic amount of electricity to consume the starting material completely. Cyclic voltammetry and some control experiments suggest that the electron-generated base derived from the cathodic reduction of benzaldehyde promotes alkynylation. en-copyright= kn-copyright= en-aut-name=SatoEisuke en-aut-sei=Sato en-aut-mei=Eisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=FujiiMayu en-aut-sei=Fujii en-aut-mei=Mayu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil=Division of Applied Chemistry Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Applied Chemistry Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Applied Chemistry Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Applied Chemistry Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= en-keyword=Alkynylation kn-keyword=Alkynylation en-keyword=Catalytic electrolysis kn-keyword=Catalytic electrolysis en-keyword=Cathodic reduction kn-keyword=Cathodic reduction en-keyword=Electrochemical synthesis kn-keyword=Electrochemical synthesis en-keyword=Trimethylsilylacetylene kn-keyword=Trimethylsilylacetylene END start-ver=1.4 cd-journal=joma no-vol=30 cd-vols= no-issue=10 article-no= start-page=1209 end-page=1214 dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=201906 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=1,10-Phenanthroline- or Electron-Promoted Cyanation of Aryl Iodides en-subtitle= kn-subtitle= en-abstract= kn-abstract= A 1,10-phenanthroline-promoted cyanation of aryl iodides has been developed. 1,10-Phenanthroline worked as an organocatalyst for the reaction of aryl iodides with tetraalkylammonium cyanide to afford aryl cyanides. A similar reaction occurred through an electroreductive process. en-copyright= kn-copyright= en-aut-name=MitsudoKoichi en-aut-sei=Mitsudo en-aut-mei=Koichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YoshiokaKazuki en-aut-sei=Yoshioka en-aut-mei=Kazuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HirataTakayuki en-aut-sei=Hirata en-aut-mei=Takayuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=MandaiHiroki en-aut-sei=Mandai en-aut-mei=Hiroki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=MidorikawaKoji en-aut-sei=Midorikawa en-aut-mei=Koji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=SugaSeiji en-aut-sei=Suga en-aut-mei=Seiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=5 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=6 en-affil= Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=cyanation kn-keyword=cyanation en-keyword=organocatalysis kn-keyword=organocatalysis en-keyword=electrochemistry kn-keyword=electrochemistry en-keyword=aryl iodides kn-keyword=aryl iodides en-keyword=aryl cyanides kn-keyword=aryl cyanides END