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Catalytic Deoxygenative Coupling of Aromatic Esters with Organophosphorus Compounds

preprint
submitted on 12.03.2020 and posted on 13.03.2020 by Miki B. Kurosawa, Ryota Isshiki, Kei Muto, Junichiro Yamaguchi
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.

History

Email Address of Submitting Author

junyamaguchi@waseda.jp

Institution

Waseda University

Country

Japan

ORCID For Submitting Author

0000-0002-3896-5882

Declaration of Conflict of Interest

No competing financial interests have been declared.

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in Journal of the American Chemical Society

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