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Synthesis 2011(10): 1569-1574  
DOI: 10.1055/s-0030-1260005
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Facile Synthesis of Coumarin- and Quinolone-Annulated Benzazoninone Derivatives by an Intramolecular Heck Reaction Strategy via 9-exo-trig Cyclization

K. C. Majumdar*, Tapas Ghosh, Srikanta Samanta
Department of Chemistry, University of Kalyani, Kalyani 741235, India
Fax: +91(3712)267005; e-Mail: kcm_ku@yahoo.co.in;
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Publication History

Received 20 January 2011
Publication Date:
15 April 2011 (online)

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Abstract

A synthetic strategy based on the application of the aromatic aza-Claisen rearrangement followed by an intramolecular Heck reaction sequence as the key step has been developed for the regiocontrolled synthesis of hitherto unreported coumarin- and quinolone­-annulated benzazoninone derivatives in 48-69% yield.

Key words

coumarin - quinolone - benzazoninones - aza-Claisen rearrangement - Heck reaction

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