Litcius/Paper detail

Catalytic (3 + 2) umpolung annulations of α-thioacyl carbenes with aryl isothiocyanates

Ziyang Dong, Mengyao Ma, Jiaxi Xu, Zhanhui Yang

2022Chemical Communications22 citationsDOI

Abstract

As masked S-electrophilic thia-1,3-dipoles, 1,2,3-thiadiazoles undergo denitrogenative (3 + 2) umpolung transannulations with aryl isothiocyanates, regio- and stereoselectively.

Topics & Concepts

UmpolungChemistryArylElectrophileRegioselectivityIntramolecular forceOrganocatalysisCatalysisStereoselectivityMedicinal chemistryHydroaminationStereochemistryNucleophileCombinatorial chemistryOrganic chemistryEnantioselective synthesisAlkylCyclopropane Reaction MechanismsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic C–H Functionalization Methods