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Cooperative Photoredox- and Nickel-Catalyzed Alkylative Cyclization Reactions of Alkynes with 4-Alkyl-1,4-dihydropyridines

Authors :
Yulin Zhang
Shogo Kuriyama
Yoshiaki Nishibayashi
Yoshiaki Tanabe
Source :
The Journal of Organic Chemistry. 86:12577-12590
Publication Year :
2021
Publisher :
American Chemical Society (ACS), 2021.

Abstract

Cooperative photoredox- and nickel-catalyzed alkylative cyclization reactions of iodoalkynes with 4-alkyl-1,4-dihydropyridines as alkylation reagents under visible light irradiation have been achieved to afford the corresponding alkylated cyclopentylidenes in good to high yields. Introduction of substituents at the propargylic position of iodoalkynes has led to the stereoselective formation of E-isomers. The present reaction system provides a novel synthetic method for alkylative cyclization reactions of both terminal and internal alkynes with cooperative photoredox and nickel catalysis.

Details

ISSN :
15206904 and 00223263
Volume :
86
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....2e981802525066612f1d8ffc7ac5c0b4
Full Text :
https://doi.org/10.1021/acs.joc.1c01018