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Synthesis 2010(6): 985-990  
DOI: 10.1055/s-0029-1218630
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Novel Synthesis of Heterocycle-Annulated Azocine Derivatives of Biological Relevance by Aromatic Aza-Claisen Rearrangement and Intramolecular Heck Reaction

K. C. Majumdar*, Raj Kumar Nandi, Srikanta Samanta, Buddhadeb Chattopadhyay
Department of Chemistry, University of Kalyani, Kalyani 741235, India
e-Mail: kcm_ku@yahoo.co.in;
Further Information

Publication History

Received 19 November 2009
Publication Date:
04 January 2010 (online)

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Abstract

A synthetic strategy based on the sequential application of an aromatic aza-Claisen rearrangement and an intramolecular Heck reaction sequence as the key steps has been developed for the synthesis of various hitherto unreported coumarin- and quinolone-annulated benzazocine derivatives in excellent yields.

Key words

aza-Claisen rearrangement - Heck reaction - benzazocine - coumarin - quinolone - palladium catalyst

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