Nickel-Catalyzed Enantioselective Pyridone C-H Functionalizations Enabled by a Bulky N-Heterocyclic Carbene Ligand

被引：140

作者：

Diesel, Johannes ^{[1
]}

Finogenova, Anastasiia M. ^{[1
]}

Cramer, Nicolai ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Asymmetr Catalysis & Synth, CH-1015 Lausanne, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 13期

基金：

瑞士国家科学基金会;

关键词：

CHIRAL NHC LIGAND; ACID CATALYSIS; SELECTIVE ALKENYLATION; ALKYLATION; ACTIVATION; RESISTANCE; COUPLINGS; ACCESS; 2-PYRIDONES; INHIBITOR;

D O I：

10.1021/jacs.8b01181

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Annulated pyridones are an important scaffold found in many biologically active compounds. A Ni(0)-catalyzed C-H functionalization of 2- and 4-pyridones is disclosed, providing access to annulated pyridones via enantioselective intramolecular olefin hydroarylation. Key to the success of the transformation was the development of a sterically hindered and tunable N-heterocyclic carbene ligand resembling a chiral version of IPr. This ligand allows for mild reaction temperatures, and leads to the annulated pyridones in excellent yields and enantioselectivities.

引用

页码：4489 / 4493

页数：5

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