Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds

Handoko, Zacharia Benslimane, Paramjit S. Arora

Research output: Contribution to journalArticlepeer-review

Abstract

We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.

Original languageEnglish (US)
Pages (from-to)5811-5816
Number of pages6
JournalOrganic Letters
Volume22
Issue number15
DOIs
StatePublished - Aug 7 2020

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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