Ag-Catalyzed Oxidative <i>ipso</i>-Cyclization via Decarboxylative Acylation/Alkylation: Access to 3-Acyl/Alkyl-spiro[4.5]trienones
Chada Raji Reddy, Dattahari H. Kolgave, Muppidi Subbarao, Mounika Aila, Santosh Kumar Prajapti
Abstract
A strategy to functionalized spiro[4.5]trienones, by domino silver-catalyzed decarboxylative acylation or alkylation/ ipso-cyclization of N-arylpropiolamides with α-keto acids/alkyl carboxylic acids, is presented. This transformation offers a wide range of substituted 3-acyl/alkyl-spiro[4.5]trienones in high yields with a broad substrate scope. The approach was further extended to access fused tricyclic frameworks, 6,7-dihydro-3H-pyrrolo[2,1-j]quinoline-3,9(5H)-diones.
Topics & Concepts
ChemistryAcylationAlkylationAlkylCatalysisQuinolineSubstrate (aquarium)Oxidative phosphorylationTricyclicDominoOrganic chemistryCombinatorial chemistryMedicinal chemistryBiochemistryOceanographyGeologyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsAsymmetric Synthesis and Catalysis