Issue 30, 2020

Synthesis of trifluoromethylthioesters from aldehydes via a visible light-promoted radical process

Abstract

We report herein an efficient, economical, and scalable trifluoromethylthiolation of aldehydes to generate trifluoromethylthioesters via a visible light-promoted radical process. The transformation features cheap reagents, simple operation, a broad substrate scope, and especially no metal involved in the reaction. Trifluoromethylthiolations of several complex aldehyde-containing bioactive compounds have been realized; thus the approach has the potential to be an important tool for the late-stage functionalization of advanced synthetic intermediates and bioactive molecules, and should have many applications in medicinal chemistry.

Graphical abstract: Synthesis of trifluoromethylthioesters from aldehydes via a visible light-promoted radical process

Supplementary files

Article information

Article type
Paper
Submitted
04 Jun 2020
Accepted
12 Jul 2020
First published
13 Jul 2020

Org. Biomol. Chem., 2020,18, 5918-5926

Synthesis of trifluoromethylthioesters from aldehydes via a visible light-promoted radical process

M. Wang, X. Zhu, X. Zhang, R. Guo, Q. Jia and Y. Wang, Org. Biomol. Chem., 2020, 18, 5918 DOI: 10.1039/D0OB01160F

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