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Synthesis 2009(11): 1821-1828  
DOI: 10.1055/s-0028-1088065
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Benzopyrrolizidinones by Norrish-Yang Cyclization of 3-(Acylmethyl)-2-alkylisoindol-1-ones

Jingfei Wu, Wei Zhang*, Cailin Wang
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
Fax: +86(931)8625657; e-Mail: zhangwei6275@lzu.edu.cn;
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Publication History

Received 25 November 2008
Publication Date:
27 April 2009 (online)

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Abstract

An efficient synthesis of 2-hydroxy-1,2,3,9b-tetrahydropyrrolo[2,1-a]isoindol-5-ones has been achieved by the Norrish-Yang cyclization of 3-(acylmethyl)-2-alkylisoindol-1-ones in benzene in moderate to high yields.

Key words

Norrish-Yang cyclization - 3-(acylmethyl)-2-alkylisoindol-1-one - pyrrolo[2,1-a]isoindol-5-one - intramolecular ring formation - C-C bond formation

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