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

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 v...

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Detalles Bibliográficos
Autores principales: Hafeez, Saira, Saeed, Aamer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044185/
https://www.ncbi.nlm.nih.gov/pubmed/35493212
http://dx.doi.org/10.1039/d1ra07063k
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author Hafeez, Saira
Saeed, Aamer
author_facet Hafeez, Saira
Saeed, Aamer
author_sort Hafeez, Saira
collection PubMed
description 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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spelling pubmed-90441852022-04-28 Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction Hafeez, Saira Saeed, Aamer RSC Adv Chemistry 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. The Royal Society of Chemistry 2021-12-01 /pmc/articles/PMC9044185/ /pubmed/35493212 http://dx.doi.org/10.1039/d1ra07063k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Hafeez, Saira
Saeed, Aamer
Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title_full Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title_fullStr Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title_full_unstemmed Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title_short Photo-redox catalyzed dehydrazinative acylation of N-heterocycles via Minisci reaction
title_sort photo-redox catalyzed dehydrazinative acylation of n-heterocycles via minisci reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044185/
https://www.ncbi.nlm.nih.gov/pubmed/35493212
http://dx.doi.org/10.1039/d1ra07063k
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