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Paper | Regular issue | Vol 85, No. 7, 2012, pp.1629-1653
Published online, 24th May, 2012
DOI: 10.3987/COM-12-12494
An Efficient One-Pot Three-Component Synthesis of Highly Functionalized Coumarin Fused Indenodihydropyridine and Chromeno[4,3-b]quinoline Derivatives

Naseem Ahmed,* B. Venkata Babu, Sandeep Singh, and Petar M. Mitrasinovic

*Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India

Abstract

An efficient one-pot, three-component synthesis method of highly functionalized coumarin fused 7,13-dihydro-5-oxa-13-aza-indeno[2,1-b]phenanthrene and chromeno[4,3-b]quinoline derivatives was accomplished using aromatic aldehyde, 4-aminocoumarin and cyclic 1,3-dione in acetic acid at reflux temperature. Environmental-friendly protocol has advantages of high yields, creating three new bonds and one stereocenter in single operation. Further, XRD and DFT study confirmed the molecular structure, stability and different interaction in the crystal packing.