ARTICLES

Electrocatalysis Decarboxylative Annulation of Benzol[e][1,2,3]-oxathiazine-2,2-dioxides with N-Arylglycines

  • Linheng He ,
  • Wen Xia ,
  • Yuxiang Zhou ,
  • Xianyong Yu
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  • a College of Electrical and Information Engineering, Hunan Institute of Engineering, Xiangtan, Hunan 411104
    b College of Chemisry, Sichuan University, Chengdu 610207
    c Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, Hunan University of Science and Technology, Xiangtan, Hunan 411201

Received date: 2023-10-26

  Revised date: 2023-12-06

  Online published: 2023-12-18

Supported by

Science and Technology Innovation Program of Hunan Province(2021RC5028)

Abstract

Benzo[e]imidazo[1,2,3]oxathiazine-5,5-dioxides are a significant class of fused N-heterocycles, possessing diverse biological and pharmacological activities. In this paper, a novel method for the synthesis of benzo[e]imidazo[1,2,3]oxathia- zine-5,5-dioxides through electrochemical cascade decarboxylative coupling/annulation of benzol[e][1,2,3]oxathiazine- 2,2-dioxides with N-arylglycines was reported. A wide variety of benzo[e]imidazo[1,2,3]oxathiazine-5,5-dioxides were efficiently constructed in good to excellent yields. This strategy offers notable benefits, such as gentle and environmentally friendly conditions, operational simplicity, impressive yields, excellent tolerance towards various functional groups, and straightforward scalability, making it highly valuable for practical applications.

Cite this article

Linheng He , Wen Xia , Yuxiang Zhou , Xianyong Yu . Electrocatalysis Decarboxylative Annulation of Benzol[e][1,2,3]-oxathiazine-2,2-dioxides with N-Arylglycines[J]. Chinese Journal of Organic Chemistry, 2024 , 44(3) : 997 -1004 . DOI: 10.6023/cjoc202310027

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