[3+2]‐Cycloadditions of <i>N</i>‐Cyano Sulfoximines with 1,3‐Dipoles
Felix Krauskopf, Khai‐Nghi Truong, Kari Rissanen, Carsten Bolm
Abstract
Involving the cyano group of N ‐cyano sulfoximines in [3+2]‐cycloaddition reactions with 1,3‐dipoles provides practical routes for the construction of 5‐membered heterocycles bearing sulfoximinoyl moieties. An ytterbium‐catalyzed cycloaddition utilizing hydrazonoyl chlorides was developed, as well as a reaction involving imidoyl chlorides proceeding without the aid of a catalyst. Following these protocols, a range of sulfoximines with N ‐1,2,4‐triazolyl and N ‐1,2,4‐oxadiazolyl substituents was prepared.
Topics & Concepts
CycloadditionChemistryYtterbiumCatalysisCombinatorial chemistryMedicinal chemistry1,3-Dipolar cycloadditionOrganic chemistryDopingOptoelectronicsPhysicsSynthesis and Catalytic ReactionsCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods