Efficient Synthesis of 2,8-Diphosphatricyclo[5.3.1.1 2,6]dodeca-3,5,9-triene 2,8-Dioxides

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Abstract

The reaction of 1,2-dihydrophosphnine oxides (3a-3d) with tetracyanoethylene (TCNE) did not follow the Diels-Alder protocol, rather the corresponding diphosphatricyclododecatrienes (4a-4d) were formed in good yields. Interaction of the mesityl-dihydrophosphinine oxide (3f) with TCNE resulted in the formation of an α-dicyanomethylene derivative (5).

Original languageEnglish
Pages (from-to)1033-1039
Number of pages7
JournalSynthetic Communications
Volume34
Issue number6
DOIs
Publication statusPublished - Apr 21 2004

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Keywords

  • 1,2-Dihydrophosphinine oxide
  • Bridged P-heterocycle
  • Tetracyanoethylene
  • α-Substitution

ASJC Scopus subject areas

  • Organic Chemistry

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