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可见光诱导丙烯酰基苯甲酰胺与α-羟基邻苯二甲酰亚胺酯的脱羧级联环化反应:EDA络合物

Visible-light-induced decarboxylative cascade cyclization of acryloylbenzamides with -hydroxyphthalimide esters EDA complexes.

作者信息

Li Qing, Zhu Zhi-Qiang, Zhang Wen-Yi, Le Zhang-Gao, Xie Zong-Bo

机构信息

Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Material Science, East China University of Technology, Nanchang, 330013, Jiangxi, China.

出版信息

Org Biomol Chem. 2024 Jan 31;22(5):965-969. doi: 10.1039/d3ob01970e.

Abstract

A visible-light-induced decarboxylative cascade reaction of acryloylbenzamides with alkyl -hydroxyphthalimide (NHP) esters for the synthesis of various 4-alkyl isoquinolinediones mediated by triphenylphosphine (PPh) and sodium iodide (NaI) was developed. This operationally simple protocol proceeded the photoactivation of electron donor-acceptor (EDA) complexes between -hydroxyphthalimide esters and NaI/PPh, resulting in multiple carbon-carbon bond formations without the use of precious metal complexes or synthetically elaborate organic dyes, which provided an alternative practical approach to synthesize diverse isoquinoline-1,3(2,4)-dione derivatives.

摘要

开发了一种可见光诱导的丙烯酰基苯甲酰胺与烷基羟基邻苯二甲酰亚胺(NHP)酯的脱羧级联反应,用于合成由三苯基膦(PPh)和碘化钠(NaI)介导的各种4-烷基异喹啉二酮。该操作简单的方案通过羟基邻苯二甲酰亚胺酯与NaI/PPh之间的电子供体-受体(EDA)配合物的光活化进行,从而在不使用贵金属配合物或合成复杂的有机染料的情况下实现多个碳-碳键的形成,为合成各种异喹啉-1,3(2,4)-二酮衍生物提供了一种实用的替代方法。

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