ID | 55328 |
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Author |
Iwasaki, Masayuki
Research Institute for Interdisciplinary Science, Okayama University
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Miki, Natsumi
Graduate School of Natural Science and Technology, Okayama University
Tsuchiya, Yuta
Graduate School of Natural Science and Technology, Okayama University
Nakajima, Kiyohiko
Department of Chemistry, Aichi University of Education
Nishihara, Yasushi
Research Institute for Interdisciplinary Science, Okayama University
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Abstract | Nickel-catalyzed direct selenation of benzamides bearing an 8-quinolyl auxiliary with elemental selenium provides benzoisoselenazolones in good yield via carbon-selenium and nitrogen-selenium bond formation under aerobic conditions. In addition to aryl C-H bonds, the method can also be applied to alkenyl C-H bonds, constructing an isoselenazolone skeleton. Simple mechanistic analysis shows that the reaction proceeds through a rate-determining C-H bond cleavage. The obtained benzoisoselenazolones are transformed into various organoselenium compounds and utilized as the catalyst for bromolactonization of alkenoic acids.
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Note | This is an Accepted Manuscript of an article published by American Chemical Society
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Published Date | 2017-02-17
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Publication Title |
Organic Letters
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Volume | volume19
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Issue | issue5
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Publisher | American Chemical Society
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Start Page | 1092
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End Page | 1095
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ISSN | 1523-7060
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NCID | AA11347843
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Content Type |
Journal Article
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language |
English
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OAI-PMH Set |
岡山大学
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Copyright Holders | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja
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File Version | author
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Related Url | https://doi.org/10.1021/acs.orglett.7b00116
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