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Synthesis 2011(3): 463-468  
DOI: 10.1055/s-0030-1258380
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Dihydro-3H-chromeno-[3,4-b][4,7]phenanthrolin-3-one and Chromeno[4,3-b]pyrano[3,2-f]quinolin-3(13H)-one Derivatives by Aza-Diels-Alder Reaction

K. C. Majumdar*, Sudipta Ponra, Abu Taher
Department of Chemistry, University of Kalyani, Kalyani 741235, W.B., India
e-Mail: kcm_ku@yahoo.co.in;
Further Information

Publication History

Received 15 November 2010
Publication Date:
22 December 2010 (online)

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Abstract

Dihydro-3H-chromeno[3,4-b][4,7]phenanthrolin-3-one and chromeno[4,3-b]pyrano[3,2-f]quinolin-3(13H)-one derivatives have been synthesized by aza-Diels-Alder reaction of O-propargylated salicylaldehyde with 6-aminoquinolone and 6-aminocoumarin respectively. The reaction occurs in a single-step operation and provides potentially bioactive polycyclic heterocycles in high yields.

Key words

aza-Diels-Alder reaction - dihydro-3H-chromeno[3,4-b][4,7]phenanthrolin-3-one - chromeno[4,3-b]pyrano[3,2-f]quinolin-3(13H)-one - Lewis acid catalysis - annulated quinoline

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