Site-Selective Double and Tetracyclization Routes to Fused Polyheterocyclic Structures by Pd-Catalyzed Carbonylation Reactions
Francesco Pancrazzi, Nicolò Sarti, Paolo P. Mazzeo, Alessia Bacchi, Carla Carfagna, Raffaella Mancuso, Bartolo Gabriele, Mirco Costa, András Stirling, Nicola Della Ca’
Abstract
In this contribution, we report novel palladium-catalyzed carbonylative cascade approaches to highly functionalized polyheterocyclic structures. The Pd-catalyzed carbonylative process involves the regioselective insertion of one to three CO molecules and the sequential ordered formation of up to eight new bonds (one C-O, two C-C, five C-N). The exclusive formation of six-membered heterocycles is elucidated by detailed modeling studies.
Topics & Concepts
ChemistryCarbonylationCatalysisCombinatorial chemistryOrganic chemistryCarbon monoxideCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions