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Synlett 2005(4): 599-602  
DOI: 10.1055/s-2005-863717
LETTER
© Georg Thieme Verlag Stuttgart · New York

Cu(I)-Catalyzed Cyclized Coupling Reaction of o-Ethynylphenylphosphonic Acid Monoesters with Allyl Bromide

Ping Wei, Yi-Xiang Ding*
Shanghai Institute of Oganic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
Fax: +86(21)64166128; e-Mail: dingyx@mail.sioc.ac.cn;
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Publication History

Received 7 December 2004
Publication Date:
22 February 2005 (online)

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Abstract

4-Allylphosphaisocoumarins can be prepared in good yield and with high regioselectivity by the reaction of o-ethynyl­phenylphosphonic acid monoesters with allyl bromide catalyzed by CuI. The present reaction represents the first example of a phosphonic acid monoester cyclized coupling reaction with alkyl halide.

Key words

phosphaisocoumarin - bioactivity - o-ethynylphenylphosphonic acid monoester - cyclization - coupling