α‐Diazo Sulfonium Triflates: Synthesis, Structure, and Application to the Synthesis of 1‐(Dialkylamino)‐1,2,3‐triazoles

Abstract

The one-pot synthesis of a series of sulfonium salts containing transferable diazomethyl groups is described, and the structure of these compounds is elucidated by X-ray crystallography. Under photochemical conditions, reaction of these salts with N,N-dialkyl hydrazones affords 1-(dialkylamino)-1,2,3-triazoles via diazomethyl radical addition to the azomethine carbon followed by intramolecular ring closure. The straightforward transformation of the structures thus obtained into mesoionic carbene-metal complexes is also reported and the donor properties of these new ligands characterized.

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