Abstract
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•A series of structurally intriguing pyrrolo[3,2-c]quinolinones were synthesized in excellent yields.•These heterocyclic hybrids were achieved employing multicomponent domino protocol.•The reaction provided five new bonds, three new rings and four contiguous stereocenters.
A series of structurally intriguing novel pyrrolo[3,2-c]quinolinone heterocyclic hybrids have been synthesized for the first time via a one-pot multicomponent domino reaction sequence that involves a 1,3-dipolar cycloaddition and two subsequent annulation steps. Baylis-Hillman adducts derived from various substituted benzaldehyde and methyl acrylate in presence of DABCO were used as a dipolarophiles, while the 1,3-dipole components were azomethine ylides, formed in situ from isatin derivatives and l-phenylalanine. The reaction generated five new bonds, three new rings and four contiguous stereocenters, which were created with full diastereomeric control.