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

Authors :
Li M
Sun GQ
Liu YY
Li SX
Liu HC
Qiu YF
Chen DP
Wang XC
Liang YM
Quan ZJ
Source :
The Journal of organic chemistry [J Org Chem] 2023 Feb 03; Vol. 88 (3), pp. 1403-1410. Date of Electronic Publication: 2023 Jan 19.
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 :
1520-6904
Volume :
88
Issue :
3
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
36656018
Full Text :
https://doi.org/10.1021/acs.joc.2c02271