Visible-Light-Induced Regioselective C-H Sulfenylation of Pyrazolo[1,5-a]pyrimidines via Cross-Dehydrogenative Coupling

被引：0

作者：

Paul, Suvam ^{[1
]}

Das, Sourav ^{[1
]}

Choudhuri, Tathagata ^{[1
]}

Sikdar, Papiya ^{[1
]}

Bagdi, Avik Kumar ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A visible-light-induced cross-dehydrogenative methodology has been developed for the regioselective sulfenylation of pyrazolo[1,5-a]pyrimidine derivatives. Rose bengal, blue LEDs, KI, K2S2O8, and DMSO are all essential for this photocatalytic transformation. The protocol is applicable for the synthesis of a library of 3-(aryl/heteroaryl thio)pyrazolo[1,5-a]pyrimidine derivatives with broad functionalities. The selectivity and scalability of the methodology have been also demonstrated. Moreover, the efficiency of this strategy for sulfenylation of pyrazoles, indole, imidazoheterocycles, and 4-hydroxy coumarin has been proven. The mechanistic investigation revealed the radical-based mechanism and formation of diaryl disulfide as a key intermediate for this cross-dehydrogenative coupling reaction.

引用

页码：4187 / 4198

页数：12

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