Catalytic Deoxygenative Coupling of Aromatic Esters with Organophosphorus Compounds

13 March 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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 as a bifunctional catalyst to activate the acyl C–O bond of the ester and to support the reduction with sodium formate.

Keywords

deoxygenative coupling
aromatic esters
palladium catalysis
Organophosphorus Compounds

Supplementary materials

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SI Kurosawa isshiki20200312final
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