Synthesis of Selenooxazoles through Electrochemical Oxidative Selenocyclization of N‐Propargylamides

Author:

Zhang Huaxin1,Xiong Yongge1,Song Xian‐Rong1ORCID,Yang Ruchun1,Luo Mu‐Jia1ORCID,Xiao Qiang1

Affiliation:

1. Key Laboratory of Organic Chemistry of Jiangxi Province Jiangxi Science & Technology Normal University Nanchang 330013 People's Republic of China

Abstract

AbstractAn electrocatalytic approach for the bromide‐mediated selenocyclization of N‐propargylamides with diselenides is described, providing a synthetic route for the synthesis of various seleno‐oxazoles in 41–73% yields. The success of gram‐scale experiments demonstrate the potential value of this protocol in synthetic chemistry. Mechanistic investigations suggest that this selenocyclization protocol proceed through two possible pathways, including selenium cation and radical processes.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Jiangxi Province

Education Department of Jiangxi Province

Publisher

Wiley

Subject

General Chemistry

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