Seleno/Thio-functionalized <i>ipso</i>-Annulation of <i>N</i>-Propiolyl-2-arylbenzimidazole to Construct Azaspiro[5,5]undecatrienones
Chada Raji Reddy, Ejjirotu Srinivasu, Muppidi Subbarao
Abstract
Till date, the ipso -cyclization of propiolamides is limited to provide azaspiro[4,5]decatrienones. Herein, we present the first example of ipso -carbocyclization, leading to azaspiro[5,5]-undecatrienones from N -propiolyl-2-arylbenzimidazoles, involving both the radical-based and electrophilic reactions. This report establishes an access to a wide range of chalcogenated (SCN/SCF 3 /SePh) benzimidazo-fused azaspiro[5,5]undecatrienones in good yields.
Topics & Concepts
AnnulationElectrophileConstruct (python library)Thio-ChemistryCombinatorial chemistryStereochemistryComputer scienceOrganic chemistryProgramming languageCatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods