Metal-Free Direct Access to<i>N</i>-Sulfonyl Amidines from Sulfonamides and Secondary Amines Involving Tandem C–N Bond Formations
Chandra Shekhar Nishad, Krishna Kanta Haldar, Biplab Banerjee
Abstract
-sulfonyl amidines via the direct reaction of sulfonamides with secondary amines without using any additives. A wide range of substrates with variety of functional groups is well tolerated under the reaction conditions. Preliminary mechanistic studies indicate that the secondary amine plays a dual role as a C1 source of the amidine group and an aminating agent. Synthetic utility of this method is shown in the late-stage functionalization of drug molecules on the gram scale.
Topics & Concepts
SulfonylAmidineChemistryAmine gas treatingTandemCombinatorial chemistryPrimary (astronomy)Functional groupAminationSurface modificationReaction conditionsOrganic chemistryCatalysisPolymerMaterials scienceAlkylPhysicsAstronomyComposite materialPhysical chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions