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Cooperative NHC and Photoredox Catalyzed Radical Aminoacylation of Alkenes to Tetrahydropyridazines.

Authors :
Liu, Wen‐Deng
Gao, Jiyuan
Mo, Jia‐Nan
Zhou, Yuqiao
Zhao, Jiannan
Source :
Chemistry - A European Journal. Oct2024, Vol. 30 Issue 55, p1-7. 7p.
Publication Year :
2024

Abstract

Tetrahydropyridazines constitute an important structural motif found in numerous natural products and pharmaceutical compounds. Herein, we report an aminoacylation reaction of alkenes that enables the synthesis of 1,4,5,6‐tetrahydropyridazines through cooperative N‐heterocyclic carbene (NHC) and photoredox catalysis. This approach involves the 6‐endo‐trig cyclization of N‐centered hydrazonyl radicals, generated via single‐electron oxidation of hydrazones, followed by a radical–radical coupling step. The mild process tolerates a wide range of common functional groups and affords a variety of tetrahydropyridazines in moderate to high yields. Preliminary investigations using chiral NHC catalysts demonstrate the potential of this protocol for asymmetric radical reactions. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
30
Issue :
55
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
180045405
Full Text :
https://doi.org/10.1002/chem.202402288