Palladium-Catalyzed C-H Arylation of α,β-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives

被引：65

作者：

Li, Minyan ^{[1
]}

Gonzalez-Esguevillas, Maria ^{[1
]}

Berritt, Simon ^{[1
]}

Yang, Xiaodong ^{[1
,2
]}

Bellomo, Ana ^{[1
]}

Walsh, Patrick J. ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Penn Merck Lab High Throughput Experimentat, 231 South 34th St, Philadelphia, PA 19104 USA

[2] Yunnan Univ, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 08期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

allylic amines; arylation; divergent synthesis; enamines; regioselectivity; DECARBOXYLATIVE ALLYLATION; REGIOSELECTIVE ARYLATION; DIPHENYLGLYCINATE IMINES; ALLYLAMINE DERIVATIVES; AROMATIC RINGS; LIGAND; ACETATES; ANIONS;

D O I：

10.1002/anie.201509757

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A unique chemo- and regioselective alpha- and gamma-arylation of palladium azapentadienyl intermediates is presented. Two distinct catalysts and sets of conditions successfully controlled the regioselectivity of the arylation. These methods provide the first umpolung C-H functionalization of azapentadienyl palladium intermediates and enable the divergent synthesis of allylic amine and enamine derivatives, which are of significant interest in the pharmaceutical industry.

引用

页码：2825 / 2829

页数：5

共 48 条

[1]

[Anonymous], 2012, ANGEW CHEM INT EDIT, DOI DOI 10.1002/ANGE.201106737

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