Progress in Synthesis of N-Sulfonyl-1,2,3-triazole and Its Application in Organic Synthesis

Abstract

Sulfonyl-1,2,3-triazole, an important class of five-membered nitrogen-containing organic compounds, has been found processing widespread application in the synthesis of various nitrogen-containing organic compounds, especially heterocyclic or amino-substituted aromatic rings. The synthetic methods of N-sulfonyl-1,2,3-triazole are introduced. Besides, the progress on constructions of various organic compounds via ring-opening reaction of N-sulfonyl-1,2,3-triazoles as precursor of α-diazoimine and Rh-carbene imine intermediates in the past two years is reviewed.

Copper-catalyzed multiple oxidation and cycloaddition of aryl–alkyl ketones (alcohols) for the synthesis of 4-acyl- and 4-diketo-1,2,3-triazoles

“…However, no 1,2,3-triazole product was observed when TsN 3 was used as the azide; this may be due to the thermal instability of Ts-1,2,3-triazole. 13 To further explore the substrate, some more valuable aryl–alkyl ketones were also tested for this reaction, and the corresponding 4-acyl-1,2,3-triazoles 3ad (potential PDE4 inhibitor), 14 3ae and 3af (from drugs Probenecid and Apocynin) 15 were also obtained with satisfactory yields. Furthermore, the reactions were also performed well by using phenylpropanol 1′ as the starting material instead of 1 .…”