Issue 24, 2021

Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives

Abstract

Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates were described. Pyrido[1,2-a]pyrazine derivatives were obtained in moderate yields when 4-OEt substituted triazoles were employed in reactions, and 1,4-thiazine derivatives were synthesized when 4-NPhth substituted triazoles were employed. The mechanism may involve a sulfur migration via an addition/elimination process which has never been reported in the previous pyridinium 1,4-zwitterionic thiolate related works.

Graphical abstract: Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
18 Aug 2021
Accepted
25 Oct 2021
First published
27 Oct 2021

Org. Chem. Front., 2021,8, 6962-6967

Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives

S. Duan, C. Chen, Y. Chen, Y. Jie, H. Luo, Z. Xu, B. Cheng and C. Li, Org. Chem. Front., 2021, 8, 6962 DOI: 10.1039/D1QO01237A

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