NIS-promoted three-component reaction of 3-oxo-3-arylpropanenitriles with arylsulfonyl hydrazides
Yueting Wei, Ping Liu, Yali Liu, Jing He, Xuezhen Li, Shiwu Li, Jixing Zhao
Abstract
A new three-component reaction of 3-oxo-3-arylpropanenitriles with arylsulfonyl hydrazides has been established, and an expanded inventory of 3-aryl-4-(arylthio)-1H-pyrazol-5-amines is synthesized by sequential cyclization and sulfenylation reactions under the action of NIS. In addition to the attractive features of multicomponent reactions, the protocol presents broad substrate scope, good functional group tolerance and mild reaction conditions. The utility of this procedure is further established by gram-scale synthesis as well as the diversified transformations of the products to useful compounds.
Topics & Concepts
ChemistryArylCombinatorial chemistryFunctional groupScope (computer science)Substrate (aquarium)Component (thermodynamics)Reaction conditionsProtocol (science)Organic chemistryCatalysisComputer scienceProgramming languageOceanographyMedicinePhysicsPathologyPolymerGeologyAlkylAlternative medicineThermodynamicsSulfur-Based Synthesis TechniquesMulticomponent Synthesis of HeterocyclesSynthesis and biological activity