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锰(III)促进的2-芳基吲哚/2-芳基苯并咪唑与二取代氧化膦的串联膦酰化/环化反应

Manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides.

作者信息

Jiang Shuai-Shuai, Xiao Yu-Ting, Wu Yan-Chen, Luo Shu-Zheng, Song Ren-Jie, Li Jin-Heng

机构信息

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China.

出版信息

Org Biomol Chem. 2020 Jul 1;18(25):4843-4847. doi: 10.1039/d0ob00877j.

Abstract

A simple and practical method for the synthesis of phosphoryl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and benzimidazo[2,1-a]isoquinolin-6(5H)-ones through manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles or 2-arylbenzimidazoles with disubstituted phosphine oxides was developed. In this transformation, new C-P bond and C-C bond were constructed simultaneously under silver-free conditions, exhibiting a broad substrate scope. It was noted that not only diarylphosphine oxides but also dialkyl and arylalkyl-phosphine oxides were compatible with the conditions.

摘要

开发了一种简单实用的方法,通过锰(III)促进2-芳基吲哚或2-芳基苯并咪唑与二取代氧化膦的串联膦酰化/环化反应来合成磷酰基取代的吲哚并[2,1-a]异喹啉-6(5H)-酮和苯并咪唑并[2,1-a]异喹啉-6(5H)-酮。在该转化过程中,在无银条件下同时构建了新的C-P键和C-C键,底物范围广泛。值得注意的是,不仅二芳基氧化膦,而且二烷基和芳基烷基氧化膦也与该条件兼容。

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