Calcium‐Catalyzed Intramolecular Hydroamination‐Deacylation Reaction of in situ formed <i>β</i>‐Amino Allenes
Srinivasarao Yaragorla, Dandugula Sneha Latha, Pallava Rajesh
Abstract
Abstract We have developed a simple, One‐Pot, three‐component reaction of tert ‐propargyl alcohols, primary amines and acyl ketones to synthesize fully substituted pyrroles and pyridine derivatives in good to excellent yields with large substrate diversity. An eco‐friendly calcium catalyst catalyzes the reaction to form the key intermediate β ‐amino allene that undergoes subsequent Thorpe‐Ingold effect assisted hydroamination and aromaticity driven deacylation reaction to yield fully substituted five and six‐membered azacyclic compounds. magnified image
Topics & Concepts
HydroaminationChemistryAlleneCatalysisIntramolecular forcePyridineYield (engineering)Cascade reactionPropargylSubstrate (aquarium)Medicinal chemistryCombinatorial chemistryOrganic chemistryOceanographyMaterials scienceGeologyMetallurgyCatalytic C–H Functionalization MethodsSynthesis and Characterization of PyrrolesCatalytic Alkyne Reactions