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Synthesis 1999; 1999(2): 234-236
DOI: 10.1055/s-1999-3380
short paper
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Facile and Stereospecific Synthesis of cis-3-(N′-Arylureido)-2,3-dihydro-2-phenyl-1,2-Benzoxaphosphole 2-Oxides

Jia Zhou* , Yongge Qiu, Kesheng Feng, Ruyu Chen
  • *Institute of Elemento-Organic Chemistry, The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China; Fax +86(22)23 50 34 38; E-mail: suguix@mail.zlnet.com.cn
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Publication Date:
31 December 1999 (online)

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A simple method for the preparation of cis-3-(N′-arylureido)-2,3-dihydro-2-phenyl-1,2-benzoxaphosphole 2-oxides 7 in moderate to high yields consists in the three-component reaction of phenyldichlorophosphine with salicylaldehyde and arylureas in anhydrous benzene. The stereochemistry and the possible reaction mechanism of the cyclizations are also discussed. The results presented in this paper provide a new general and efficient approach to the novel organophosphorus heterocycles with the 3-substituted 2,3-dihydro-1,2-benzoxaphosphole 2-oxide ring system.

organophosphorus heterocycles - 2,3-dihydro-1,2-benzoxaphosphole 2-oxides - stereoselectivity - mechanism