Synthesis of dihydrothiophene, thiophene, and their selenium analogues carrying four phosphoryl groups

Shigeru Sasaki, Kazutaka Adachi, Masaaki Yoshifuji

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Sodium hydrosulfide undergoes addition to two molecules of bis(diethoxyphosphoryl)acetylene followed by cyclization to give a 2,3-dihydrothiophene carrying four phosphoryl groups. Oxidation of the 2,3-dihydrothiophene with mCPBA gives the corresponding sulfoxide or sulfone depending on the ratio of the reagents, and the sulfoxide is dehydrated to afford a tetraphosphorylthiophene. The corresponding dihydroselenophene and selenophene are also synthesized in a similar manner.

Original languageEnglish
Pages (from-to)1729-1732
Number of pages4
JournalOrganic letters
Volume9
Issue number9
DOIs
Publication statusPublished - 2007 Apr 26

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of dihydrothiophene, thiophene, and their selenium analogues carrying four phosphoryl groups'. Together they form a unique fingerprint.

  • Cite this