4.6 Article

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

Journal

RSC ADVANCES
Volume 11, Issue 61, Pages 38683-38689

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra07063k

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Funding

  1. Chinese Academy of Sciences
  2. World Academy of Sciences (CAS-TWAS)

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Visible light-induced acylation of heteroaromatic compounds is 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.
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.

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