Aminothiolation of alkenes with azoles and Bunte salts

Bingqing Ouyang; Xing Chai; Zhe Li; Chunling Zhang; Xingmei Liu

doi:10.3389/fchem.2023.1328441

Aminothiolation of alkenes with azoles and Bunte salts

Front Chem. 2024 Jan 22:11:1328441. doi: 10.3389/fchem.2023.1328441. eCollection 2023.

Authors

Bingqing Ouyang^#¹, Xing Chai^#², Zhe Li¹, Chunling Zhang¹, Xingmei Liu¹

Affiliations

¹ Department of Pharmacy, The Second Norman Bethune Hospital of Jilin University, Changchun, China.
² Outpatient Department, The Second Norman Bethune Hospital of Jilin University, Changchun, China.

^# Contributed equally.

Abstract

We have developed an intermolecular aminothiolation of simple olefins using Bunte salt as a thiolating agent. This protocol produces thiyl free radicals under PIDA oxidation conditions, eliminating the need for transition-metal catalysts. The method has a wide range of substrate applicability and is suitable for large-scale preparation and late-stage modification of drug molecules.

Keywords: Bunte salts; alkenes; aminothiolation; metal-free; multi-component cascade reactions.

Grants and funding

The author(s) declare financial support was received for the research, authorship, and/or publication of this article. This work was supported by Project of Jilin Provincial Health Commission (2022JC064).