Base-Promoted Synthesis of Triazenes via Formal Substitution of Arylazo Sulfones with Amines.

Org Lett

Key Laboratory of Catalytic Conversion and Clean Energy in Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, P. R. China.

Published: September 2025


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Article Abstract

A base-promoted formal substitution between arylazo sulfones and amines has been developed to generate disubstituted or trisubstituted triazenes. Compared with arylazo sulfones as aryl radical precursors, this application has a higher atom utilization. This strategy offers advantages over traditional methods: stable and easy-to-store raw materials, good air compatibility, no need for light-avoiding operations. The present discovery introduces a novel nonradical application for arylazo sulfones and presents an interesting new approach to classic triazene synthesis.

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http://dx.doi.org/10.1021/acs.orglett.5c03329DOI Listing

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