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光串联催化:通过有氧氧化序列,在可见光诱导下通过重氮酰胺环化反应高效合成 3-酯基-3-羟基-2-氧代吲哚。

Phototandem catalysis: efficient synthesis of 3-ester-3-hydroxy-2-oxindoles by a visible light-induced cyclization of diazoamides through an aerobic oxidation sequence.

机构信息

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079 (China), Fax: (+86) 27-6786-2041 http://chem-xiao.ccnu.edu.cn.

出版信息

Chem Asian J. 2015 Jan;10(1):124-8. doi: 10.1002/asia.201402990. Epub 2014 Oct 7.

Abstract

An unprecedented phototandem catalysis based on a single iridium photocatalyst has been successfully developed. This powerful strategy consists of two mechanistically distinct catalytic cycles, namely, photocatalytic energy transfer (ET) and single electron transfer (SET). The novel protocol allows a rapid and efficient construction of biologically and synthetically important 3-ester-3-hydroxy-2-oxindole derivatives from readily available diazoamides through a cyclization/aerobic oxidation sequence under very mild conditions.

摘要

一种基于单个铱光催化剂的前所未有的光串联催化已被成功开发。这种强大的策略由两个在机理上截然不同的催化循环组成,即光催化能量转移 (ET) 和单电子转移 (SET)。该新方法通过环化/有氧氧化序列,在非常温和的条件下,可从易得的重氮酰胺快速、高效地构建具有生物和合成重要性的 3-酯基-3-羟基-2-氧吲哚衍生物。

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