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Synthesis 2009(3): 431-437  
DOI: 10.1055/s-0028-1083306
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The First Synthesis of Allyl Isonitriles from Baylis-Hillman Adducts, and Their Application in the Synthesis of Substituted Imidazo[1,2-a]pyridines and Tetraazadibenzoazulenes [¹]

Maloy Nayaka, Sanjeev Kanojiyab, Sanjay Batra*a
a Medicinal and Process Chemistry Division, Central Drug Research Institute, PO Box 173, Lucknow 226 001, India
b SAIF Division, Central Drug Research Institute, PO Box 173, Lucknow 226 001, India
Fax: +91(522)2623405, +91(522)2623938; e-Mail: batra_san@yahoo.co.uk;
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Publication History

Received 11 August 2008
Publication Date:
09 January 2009 (online)

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Abstract

The first report of the stereoselective synthesis of substituted allyl isonitriles from primary allylamines generated from Baylis­-Hillman adducts, and their utilization in a robust isonitrile-based multicomponent reaction in the presence of ammonium chloride to afford substituted imidazo[1,2-a]pyridines, is described.

Key words

isonitriles - Baylis-Hillman - allylamines - multicomponent reactions - imidazo[1,2-a]pyridines

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CDRI Communication No. 7599.

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CDRI Communication No. 7599.