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Synthesis of 2,3‐Disubstituted Indoles by Nickel(0)‐Catalyzed Migratory Cycloisomerization of o‐Alkynylanilides.

Authors :
Koshiba, Mikiko
Furuki, Yuto
Morisaki, Kazuhiro
Doi, Ryohei
Sato, Yoshihiro
Source :
Asian Journal of Organic Chemistry; Jul2023, Vol. 12 Issue 7, p1-5, 5p
Publication Year :
2023

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
21935807
Volume :
12
Issue :
7
Database :
Complementary Index
Journal :
Asian Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
166735403
Full Text :
https://doi.org/10.1002/ajoc.202300272