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光氧化还原催化实现α-氧代羧酸与迈克尔受体的脱羧1,4-加成反应

Decarboxylative 1,4-Addition of α-Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis.

作者信息

Wang Guang-Zu, Shang Rui, Cheng Wan-Min, Fu Yao

机构信息

ChEM, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Department of Chemistry, University of Science and Technology of China , Hefei 230026, P.R. China.

出版信息

Org Lett. 2015 Oct 2;17(19):4830-3. doi: 10.1021/acs.orglett.5b02392.

DOI:10.1021/acs.orglett.5b02392
PMID:26366608
Abstract

Enabled by iridium photoredox catalysis, 2-oxo-2-(hetero)arylacetic acids were decarboxylatively added to various Michael acceptors including α,β-unsaturated ester, ketone, amide, aldehyde, nitrile, and sulfone at room temperature. The reaction presents a new type of acyl Michael addition using stable and easily accessible carboxylic acid to formally generate acyl anion through photoredox-catalyzed radical decarboxylation.

摘要

在铱光氧化还原催化作用下,2-氧代-2-(杂)芳基乙酸在室温下通过脱羧加成到各种迈克尔受体上,包括α,β-不饱和酯、酮、酰胺、醛、腈和砜。该反应展示了一种新型的酰基迈克尔加成反应,即使用稳定且易于获得的羧酸,通过光氧化还原催化的自由基脱羧反应正式生成酰基阴离子。

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