Phosphorylation of C(sp3)-H Bonds via 1,4-Palladium Migration

被引：15
|
作者：
Ji, Xiao-Ming [1 ]
Chen, Yan-Zhen [1 ]
Fu, Jian-Guo [1 ]
Zhang, Shu-Sheng [1 ]
Feng, Chen-Guo [1 ,2 ]
机构：
[1] Shanghai Univ Tradit Chinese Med, Innovat Res Inst Tradit Chinese Med, Res Ctr Chiral Drugs, Shanghai 201203, Peoples R China
[2] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 21期
基金：
中国博士后科学基金; 中国国家自然科学基金;
关键词：
C-H ACTIVATION; ARYL; 1,4-MIGRATION; BORYLATION;
D O I：
10.1021/acs.orglett.2c01303
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1,4-Palladium migration has emerged as a reliable method for directed C-H functionalization. In contrast to coupling with carbon nucleophiles, limited examples with heteroatom nucleophiles have been reported. Herein we report a palladium-catalyzed intermolecular C(sp3)-H phosphorylation reaction via 1,4-palladium migration, which is often difficult because of the strong coordination of phosphorus reagents to palladium catalysts. Phosphorylation of C(sp3)-H bonds is accomplished in good reaction yields with excellent regioselectivity. The judicious selection of the phosphine ligand proved to be the key to the success of this cascade process.
引用
收藏
页码：3781 / 3785
页数：5
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