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催化脱羰偶联反应:芳香酯与有机磷化合物的偶联。

Catalytic Deoxygenative Coupling of Aromatic Esters with Organophosphorus Compounds.

机构信息

Department of Applied Chemistry, Waseda University, 3-4-1, Ohkubo, Shinjuku, Tokyo 169-8555, Japan.

出版信息

J Am Chem Soc. 2020 Apr 22;142(16):7386-7392. doi: 10.1021/jacs.0c02839. Epub 2020 Apr 14.

DOI:10.1021/jacs.0c02839
PMID:32279494
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)O as an additive. Palladium/dcype worked to activate the acyl C-O bond of the ester and to support the reduction with sodium formate.

摘要

我们开发了一种钯催化的芳香酯与二芳基氧化膦/二烷基膦酸酯的脱氧偶联反应。在该反应中,芳香酯可以作为新型的苄基化试剂,生成相应的苄基磷化合物。该反应的关键是使用苯酯、富电子双膦配体和甲酸钠作为氢源。在该反应中,使用(Boc)O 作为添加剂,芳基羧酸也具有适用性。钯/dcype 用于激活酯的酰基 C-O 键,并支持与甲酸钠的还原。

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