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Synfacts 2009(9): 0976-0976  
DOI: 10.1055/s-0029-1217679
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Benzonaphthyridines from Morita-Baylis-Hillman Adduct Acetates

Contributor(s): Timothy M. Swager, David M. Chenoweth
W. Zhong, F. Lin, R. Chen, W. Su*
Zhejiang University of Technology, Hangzhou, P. R. of China
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Publication History

Publication Date:
21 August 2009 (online)

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Significance

In this contribution the authors report the synthesis of benzonaphthyridines from Morita-Baylis-Hillman adduct acetates via an amine condensation-cyclization process. Importantly, the authors show that increasing the equivalents of amine leads to more substituted products via a 1,4-addition process. Additionally, careful control of reaction time and temperature provides access to a range of 1,2-dihydrobenzo-naphthyridines.