ID | 62272 |
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Author |
Abe, Takumi
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University
Noda, Kenta
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University
Sawada, Daisuke
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University
Kaken ID
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Abstract | We introduce readily available ammonium hemiaminals as O-transfer reagents and commercially available acetonitriles as a primary amide enolate precursor. The combination serves as an amide enolate equivalent, thereby providing one-pot access to alpha-substituted indolylacetamides. A broad substrate scope and good functional group tolerance as well as gram-scale synthesis make this protocol highly attractive. Mechanistic experiments suggest that the cyano group is trapped by a hydroxy group of hemiaminals en route to the desired primary amides under metal-free conditions.
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Note | This is an Accepted Manuscript of an article published by Royal Society of Chemistry.
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Published Date | 2021-06
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Publication Title |
Chemical Communications
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Volume | volume57
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Issue | issue61
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Publisher | Royal Society of Chemistry (RSC)
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Start Page | 7493
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End Page | 7496
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ISSN | 1359-7345
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NCID | AA11071130
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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 | © The Royal Society of Chemistry 2021
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File Version | author
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PubMed ID | |
DOI | |
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Related Url | isVersionOf https://doi.org/10.1039/d1cc02821a
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Funder Name |
Japan Society for the Promotion of Science
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助成番号 | 17H06173
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