Ligand-Enabled Catalytic C-H Arylation of Aliphatic Amines by a Four-Membered-Ring Cyclopalladation Pathway

被引：95

作者：

He, Chuan ^{[1
]}

Gaunt, Matthew J. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 52期

基金：

英国工程与自然科学研究理事会;

关键词：

amines; amino acids; C-H activation; homogeneous catalysis; palladium; UNACTIVATED C(SP(3))-H BONDS; PLANAR CHIRAL FERROCENES; DIRECTING GROUP; ASYMMETRIC-SYNTHESIS; ACTIVATION REACTIONS; ARYLBORON REAGENTS; METAL-COMPLEXES; FUNCTIONALIZATION; PALLADIUM; CYCLOPROPANES;

D O I：

10.1002/anie.201508912

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A palladium-catalyzed C-H arylation of aliphatic amines with arylboronic esters is described, proceeding through a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential C-H activation reactions.

引用

页码：15840 / 15844

页数：5

共 69 条

[1] Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].