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

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. A practical synthesis of 4-thio-chroman and diarylmethyl thioethers is described through a metal-free approach.

Automated summary

A metal-free approach to synthesize 4-thio-substituted chromans and diarylmethyl thioethers from sulfonyl hydrazones was developed. This protocol provides a straightforward route to diarylmethane derivatives with good yields. It is operationally simple and allows for the incorporation of labile functional groups, making it suitable for the synthesis of biologically relevant chemical libraries.