Catalytic Deoxygenative Coupling of Aromatic Esters with Organophosphorus Compounds

Miki B. Kurosawa, Ryota Isshiki, Kei Muto, Junichiro Yamaguchi

Research output: Contribution to journalArticle

Abstract

We have developed a deoxygenative coupling of aromatic esters with diarylphosphine oxides/dialkyl phosphonates under palladium catalysis. In this reaction, aromatic esters can work as novel benzylation reagents to give the corresponding benzylic phosphorus compounds. The key of this reaction is the use of phenyl esters, an electron-rich diphosphine as a ligand, and sodium formate as a hydrogen source. Arylcarboxylic acids were also applicable in this reaction using (Boc)2O as an additive. Palladium/dcype worked to activate the acyl C-O bond of the ester and to support the reduction with sodium formate.

Original languageEnglish
Pages (from-to)7386-7392
Number of pages7
JournalJournal of the American Chemical Society
Volume142
Issue number16
DOIs
Publication statusPublished - 2020 Apr 22

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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