Catalytic, Enantioselective Synthesis of Polycyclic Nitrogen, Oxygen, and Sulfur Heterocycles via Rh-Catalyzed Alkene Hydroacylation

Enantioselective synthesis of polycyclic nitrogen, oxygen, and sulfur heterocycles by rhodium-catalyzed intramolecular alkene hydroacylation is reported. The intramolecular hydroacylation reactions generate 1,4-dihydro­cyclo­penta­[b]­indol-3­(2H)-ones and 3,4-dihydro­cyclo­penta­[b]­indol-1­(2H)-one in moderate-to-high yields (65–99%) with good-to-excellent enantioselectivities (84–99% ee). The catalyst system also promotes alkene hydroacylation of 3-vinyl­furan-, 3-vinyl­benzo­thiophene-, and 3-vinyl­thiophene-2-carboxaldehydes to generate the corresponding ketone products in moderate-to-high yields (71–91% yield) with excellent enantioselectivities (97–99% ee).