PhI(OAc)2-mediated trifluoromethylthiolation/oxidative cyclization of ynamides

Shixuan Su; Zhipeng Yan; Xingyuan Ye; Jingyang Wang; Yuan Li; Guangke He

doi:10.1039/D1OB01642C

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PhI(OAc)₂-mediated trifluoromethylthiolation/oxidative cyclization of ynamides†

Shixuan Su,^a Zhipeng Yan,^a Xingyuan Ye,^a Jingyang Wang,^b Yuan Li^a and Guangke He

*^a

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* Corresponding authors

^a College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, P. R. China
E-mail: hegk@njtech.edu.cn

^b College of Energy Science and Engineering, Nanjing Tech University, Nanjing 211816, P. R. China

Abstract

A PhI(OAc)₂-mediated trifluoromethylthiolation/oxidative cyclization of ynamides with the Shen reagent has been established herein, providing a facile access to CF₃S-substituted oxazolidine-2,4-diones bearing a quaternary carbon center in 38–85% yields with chemoselectivities of up to 99/1.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D1OB01642C
Article type: Paper
Submitted: 21 Aug 2021
Accepted: 17 Sep 2021
First published: 18 Sep 2021

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Org. Biomol. Chem., 2021,19, 8746-8753

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PhI(OAc)₂-mediated trifluoromethylthiolation/oxidative cyclization of ynamides

S. Su, Z. Yan, X. Ye, J. Wang, Y. Li and G. He, Org. Biomol. Chem., 2021, 19, 8746 DOI: 10.1039/D1OB01642C

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Organic & Biomolecular Chemistry