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Nickel-Catalyzed Three-Component Tandem Radical Cyclization 1,5-Difunctionalization of 1,3-Enynes and Alkyl Bromide

Authors :
Li, Ming
Sun, Guo-Qing
Liu, Yu-Yu
Li, Shun-Xi
Liu, Hai-Chao
Qiu, Yi-Feng
Chen, Dong-Pin
Wang, Xi-Cun
Liang, Yong-Min
Quan, Zheng-Jun
Source :
The Journal of Organic Chemistry; February 2023, Vol. 88 Issue: 3 p1403-1410, 8p
Publication Year :
2023

Abstract

A nickel-catalyzed three-component tandem radical cyclization reaction of aryl bromides with 1,3-enynes and aryl boric acids to construct γ-lactam-substituted allene derivatives has been described. This protocol provides lactam alkyl radicals through the free radical cyclization process, which can be effectively used to participate in the subsequent multicomponent coupling reaction so that 1,3-enynes could directly convert into corresponding poly-substituted allene compounds. In addition, this efficient method enjoys a broad substrate scope and provides a series of 1,5-difunctionalized allenes in a one-pot reaction.

Details

Language :
English
ISSN :
00223263
Volume :
88
Issue :
3
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs61720095
Full Text :
https://doi.org/10.1021/acs.joc.2c02271