Issue 61, 2021

Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction

Abstract

Visible light-induced acylation of heteroaromatic compounds have been achieved using benzoyl hydrazides as an efficient acyl source under mild reaction conditions. The photo-redox catalyzed oxidative cleavage of hydrazides leads to in situ formation of acyl radicals, which subsequently couple with various N-heterocycles to produce acylated products. This synthetic strategy performs the classic Minisci reaction in an eco-friendly and greener way with functional group tolerance and regioselectivity. Control experiments confirm the radical pathway for this transformation.

Graphical abstract: Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction

Supplementary files

Article information

Article type
Paper
Submitted
21 Sep 2021
Accepted
14 Nov 2021
First published
01 Dec 2021
This article is Open Access
Creative Commons BY license

RSC Adv., 2021,11, 38683-38689

Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction

S. Hafeez and A. Saeed, RSC Adv., 2021, 11, 38683 DOI: 10.1039/D1RA07063K

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