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Synthesis of 2,3-Disubstituted Indoles by Nickel(0)-Catalyzed Migratory Cycloisomerization of o-Alkynylanilides
Title: | Synthesis of 2,3-Disubstituted Indoles by Nickel(0)-Catalyzed Migratory Cycloisomerization of o-Alkynylanilides |
Authors: | Koshiba, Mikiko Browse this author | Furuki, Yuto Browse this author | Morisaki, Kazuhiro Browse this author | Doi, Ryohei Browse this author | Sato, Yoshihiro Browse this author →KAKEN DB |
Keywords: | Cycloisomerization | Indole | Migration | NHC | Nickel |
Issue Date: | 5-Jun-2023 |
Publisher: | Wiley-Blackwell |
Journal Title: | Asian journal of organic chemistry |
Volume: | 12 |
Issue: | 7 |
Start Page: | e202300272 |
Publisher DOI: | 10.1002/ajoc.202300272 |
Abstract: | We herein report a nickel-catalyzed migratory cycloisomerization of o-alkynylanilides, giving 2,3-disubstituted indoles in good yields. The cyclization proceeded via acyl transfer on the nitrogen atom of the substrate to C3-position in the product, and an N-heterocyclic carbene (NHC) ligand such as ICy or SICy was found to be suitable in this reaction. It was thought that the reaction proceeds via an aza-nickelcyclepentene intermediate formed from alkyne and the C=O bond of the amide moiety in o-alkynylanilides. |
Rights: | This is the pre-peer reviewed version of the following article: https://onlinelibrary.wiley.com/doi/10.1002/ajoc.202300272, which has been published in final form at 10.1002/ajoc.202300272. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/92586 |
Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 佐藤 美洋
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