Stable dithioxophosphorane, diselenoxophosphorane, and selenoxophosphine bearing 2,4-Di-t-butyl- 6-(dimethylamino)phenyl group as a new sterically protecting auxiliary

Masaaki Yoshifuji, Masaru Hirano, Kozo Toyota

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

2,4-Di-t-butyl-6-(dimethylamino)phenylphosphonous dichloride was prepared from 2-bromo-3,5-di-t- butyl,-N,N-dimethylaniline. The dichloride was then converted to the corresponding diphosphene. The reaction of the diphosphene with sulfur or selenium in triethylamine afforded 2,4-di-t-butyl-6-(dimethylamino)- phenyldithioxophosphorane or diselenoxophosphorane,respectively, as a very stable compound and the diselenoxophosphorane was deselenated with hexamethylphosphorous triamide to give selenoxophospine.

Original languageEnglish
Pages (from-to)1043-1046
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number6
DOIs
Publication statusPublished - 1993 Feb 5

Keywords

  • Diphosphene
  • Diselenoxophosphorane
  • Selenoxophosphine
  • Steric Protection

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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