Issue 36, 2023

Metal-free thiolation of sulfonyl hydrazone with thiophenol: synthesis of 4-thio-chroman and diarylmethyl thioethers

Abstract

A simple, efficient, and transition metal-free approach was developed for accessing 4-thio-substituted chroman and diarylmethyl thioethers from sulfonyl hydrazones. This protocol provides straightforward access to a class of diarylmethane derivatives with good to excellent yields. This operationally simple protocol exhibited good tolerance for labile functional groups, providing biologically relevant chemical libraries. This safe and feasible route is applicable to the large-scale synthesis of 4-thio-substituted chromans, which are of great synthetic interest because of their further reaction potential.

Graphical abstract: Metal-free thiolation of sulfonyl hydrazone with thiophenol: synthesis of 4-thio-chroman and diarylmethyl thioethers

Supplementary files

Article information

Article type
Paper
Submitted
05 Aug 2023
Accepted
29 Aug 2023
First published
31 Aug 2023

Org. Biomol. Chem., 2023,21, 7447-7458

Metal-free thiolation of sulfonyl hydrazone with thiophenol: synthesis of 4-thio-chroman and diarylmethyl thioethers

K. Ali, I. Chatterjee and G. Panda, Org. Biomol. Chem., 2023, 21, 7447 DOI: 10.1039/D3OB01239E

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