Synthesis of New Aminonicotinate
Derivatives from Acetylated Baylis-Hillman Adducts
and Enamino Esters via a Consecutive [3+3]-Annulation Protocol

Mettu Ravinder; Partha Sarathi Sadhu; Amlipur Santhoshi; Puli Narender; Gundimella Y. S. K. Swamy; Krishnan Ravikumar; Vaidya Jayathirtha Rao

doi:10.1055/s-0029-1218607

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Synthesis 2010(4): 573-578
DOI: 10.1055/s-0029-1218607

PAPER

Synthesis of New Aminonicotinate Derivatives from Acetylated Baylis-Hillman Adducts and Enamino Esters via a Consecutive [3+3]-Annulation Protocol

Mettu Ravinder^a, Partha Sarathi Sadhu^a, Amlipur Santhoshi^a, Puli Narender^a, Gundimella Y. S. K. Swamy^b, Krishnan Ravikumar*^b, Vaidya Jayathirtha Rao*^a
^a Organic Chemistry Division-II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500607, India
Fax: +91(40)27160757; e-Mail: jrao@iict.res.in;
^b Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500607, India
e-Mail: ravikumar_iict@yahoo.co.in;

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Publication History

Received 20 August 2009
Publication Date:
16 December 2009 (online)

Abstract
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Abstract

A one-pot, consecutive [3+3]-annulation protocol is described for the synthesis of new aminonicotinate derivatives from acetylated Baylis-Hillman adducts and enamino esters.

Key words

Michael addition - cyclization - isomerization - hydrolysis - heterocycles

References

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X-ray crystallographic data for compound 3a have been deposited at The Cambridge Crystallographic Data Centre (CCDC no. 734177). These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html or on application to The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: +44(1223)336033; E-mail: deposit@ccdc.cam.ac.uk.