Room Temperature, Palladium-Mediated P-Arylation of Secondary Phosphine Oxides

被引：108

作者：

Bloomfield, Aaron J. ^{[1
]}

Herzon, Seth B. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 17期

关键词：

CATALYZED FORMATION; ORGANIC-SYNTHESIS; REDUCTION; LIGANDS; COORDINATION; COMPLEXES; BONDS;

D O I：

10.1021/ol301831k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We show that a broad range of aryl iodides are efficiently coupled with secondary phosphine oxides using 1 mol % of a catalyst formed in situ from tris(dibenzylideneacetone)dipalladium and Xantphos (1). Scalemic (S)-methylphenylphosphine oxide [(S)-2e] is shown to undergo arylation without detectable stereoerosion. The application of this method to the synthesis of novel P-chiral phosphines and PCP ligands is demonstrated.

引用

页码：4370 / 4373

页数：4

共 33 条

[1] Identification of the effective palladium(0) catalytic species generated in situ from mixtures of Pd(dba)(2) and bidentate phosphine ligands. Determination of their rates and mechanism in oxidative addition [J].