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Visible Light-Induced, Nickel-Catalyzed Late-Stage 4-Alkylation of Hantzsch Esters with Alkyl Bromide.

Authors :
Liu YL
He XC
Gao J
Li KR
Chen K
Xiang HY
Yang H
Source :
The Journal of organic chemistry [J Org Chem] 2024 Aug 02; Vol. 89 (15), pp. 10987-10997. Date of Electronic Publication: 2024 Jul 22.
Publication Year :
2024

Abstract

Herein, visible light-induced, nickel-catalyzed direct functionalization of the Hantzsch esters (HEs) with readily accessible alkyl bromides has been successfully achieved by taking advantage of HE as the reductant and substrate through an aromatization-dearomatization process. In this strategy, the single electron reduction of alkyl bromides by reactive Ni(I) species is essential for the success of this late-stage transformation. A wide range of 4-alkyl-1,4-dihydropyridines were rapidly assembled in moderate to good yields under mild conditions, rendering this photoinduced approach attractive for synthetic and medicinal chemistry.

Details

Language :
English
ISSN :
1520-6904
Volume :
89
Issue :
15
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
39037887
Full Text :
https://doi.org/10.1021/acs.joc.4c01422