Synthesis 2008(15): 2412-2416  
DOI: 10.1055/s-2008-1067187
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Phosphaisocoumarin Acids via Me3SiX-Mediated Dealkylation Reaction

Ai-Yun Peng*, Baojian Li, Xun Yang, Junying Lin
School of Chemistry & Chemical Engineering, Sun Yat-sen University, 135 Xingangxi Lu, Guangzhou, 510275, P. R. of China
Fax: +86(20)84112425; e-Mail: cespay@mail.sysu.edu.cn;
Further Information

Publication History

Received 25 March 2008
Publication Date:
25 July 2008 (online)

Abstract

The dealkylation of phosphaisocoumarin esters was studied under various conditions. An effective way to synthesize phosphaisocoumarin acids was developed via the reaction of phosphaisocoumarin esters with Me3SiBr in chloroform followed by treatment with methanol, or with Me3SiCl and NaI in acetonitrile followed by hydrolysis, under mild conditions in good to excellent yields.

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