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Synlett 2001; 2001(6): 0860-0862
DOI: 10.1055/s-2001-14584
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Novel Heterocyclic System - 2,4,1-Benzoxazaphosphinine: Convenient Substrate for Synthesis of Derivatives of 2,4-Diaminophenylphosphonic Acid

Alexei O. Pushechnikov* , Dmitrii G. Krotko, Dmitrii M. Volochnyuk, Andrei A. Tolmachev
  • *Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanskaya 5, Kyiv-94, 02094, Ukraine; Fax + 380 44 5 59 04 80; E-mail: azole@i.com.ua
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Publication History

Publication Date:
31 December 2001 (online)

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N-Acylanilides having electron-donating substituents attached at a proper position react with phosphorus (III) bromides forming the new heterocyclic system - 2,4,1-benzoxazaphosphinine. 1-Arylamino-2,4,1-benzoxazaphosphinines are hydrolyzed with cleavage of an oxazaphosphinine ring affording mixed amides of 2,4-diaminophenylphosphonic acid in high yield.

arylamides - phosphorus (III) halides - phosphorylation - heterocyclization - ring opening