FSO<sub>2</sub>N<sub>3</sub>-Enabled Synthesis of Tetrazoles from Amidines and Guanidines
Tianyu Wang, Long Xu, Jiajia Dong
Abstract
Herein we report the facile syntheses of tetrazoles enabled by FSO 2 N 3 under mild conditions. FSO 2 N 3 has been shown as the most powerful diazotizing reagent, which converts thousands of primary amines to azides fast and orthogonally. As the follow-up studies of the diazo transfer reaction using FSO 2 N 3, we discover that amidines and guanidines are rapidly transformed into tetrazole derivatives when reacting with FSO 2 N 3 under an aqueous environment, which is unprecedented for tetrazole synthesis.
Topics & Concepts
TetrazoleChemistryDiazoReagentCombinatorial chemistryPrimary (astronomy)Organic chemistryAstronomyPhysicsSynthesis of Tetrazole DerivativesClick Chemistry and ApplicationsChemical Synthesis and Analysis