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光氧化还原催化的N-杂环脱肼酰化反应(米氏反应)

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

作者信息

Hafeez Saira, Saeed Aamer

机构信息

Department of Chemistry, University of Science and Technology of China Hefei Anhui 230026 China.

Department of Chemistry, Quaid-I-Azam University Islamabad 45320 Pakistan

出版信息

RSC Adv. 2021 Dec 1;11(61):38683-38689. doi: 10.1039/d1ra07063k. eCollection 2021 Nov 29.

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 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.

摘要

在温和的反应条件下,使用苯甲酰肼作为有效的酰基源,已实现了可见光诱导的杂芳族化合物的酰化反应。光氧化还原催化的酰肼氧化裂解导致酰基自由基的形成,随后这些自由基与各种N-杂环偶联以生成酰化产物。这种合成策略以一种环境友好且更绿色的方式进行经典的米氏反应,具有官能团耐受性和区域选择性。对照实验证实了这种转化的自由基途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8de5/9044185/ea53e7d90c15/d1ra07063k-f1.jpg

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