Conversion of alcohols to alkyl aryl sulfides by a new type of oxidation-reduction condensation using phenyl diphenylphosphinite

Kiichi Kuroda, Yuji Maruyama, Yujiro Hayashi, Teruaki Mukaiyama

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

Preparation of alkyl aryl sulfides from alcohols and arenethiols such as 2-sulfanyl-1,3-benzothiazole (BtzSH) is described by a new type of oxidation-reduction condensation using phenyl diphenylphosphinite (PhOPPh 2) and benzoquinone derivatives or azide compounds. This reaction proceeds under mild and neutral conditions and is applicable to the thioetherification of various alcohols in which the chiral secondary and tertiary alcohols are converted into the corresponding chiral sulfides with almost complete inversion of configuration.

Original languageEnglish
Pages (from-to)381-392
Number of pages12
JournalBulletin of the Chemical Society of Japan
Volume82
Issue number3
DOIs
Publication statusPublished - 2009 Apr 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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