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Synthesis 2009(14): 2333-2340  
DOI: 10.1055/s-0029-1216853
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Novel Procedure for the Synthesis of Benzo[b][1,8]naphthyridine-3-carboxylate Derivatives from Morita-Baylis-Hillman Adduct Acetates

Weihui Zhong, Fuliang Lin, Ren’er Chen, Weike Su*
Key Laboratory of Pharmaceutical Engineering of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, P. R. of China
Fax: +86(571)88871087; e-Mail: pharmlab@zjut.edu.cn;
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Publication History

Received 2 March 2009
Publication Date:
29 May 2009 (online)

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Abstract

A novel procedure has been designed for the preparation of benzo[b][1,8]naphthyridine-3-carboxylate derivatives from the reaction of Morita-Baylis-Hillman adduct acetates with primary amines, ammonium acetate or benzenesulfonamides. The approach, which involves readily available starting materials and mild reaction conditions, gives excellent yields after a convenient workup procedure.

Key words

benzo[b][1,8]naphthyridine-3-carboxylate - Morita-Baylis-Hillman adduct acetates - primary amines - ammonium acetate - benzenesulfonamides