Facile and Efficient Synthesis of 3-Pyrimidinyl Oxindoles by Phase-Transfer-Catalyzed Regioselective Nucleophilic Aromatic Substitution

被引：2

作者：

Bruning, Fabian ^{[1
]}

Katayev, Dmitry ^{[1
]}

Togni, Antonio ^{[1
]}

机构：

[1] Swiss Fed Inst Technol, Swiss Fed Inst Technol, Dept Chem & Appl Biosci, Vladimir Prelog Weg 2, CH-8093 Zurich, Switzerland

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 31期

基金：

瑞士国家科学基金会;

关键词：

Nitrogen heterocycles; Phase-transfer catalysis; Regioselectivity; Synthetic methods; Aromatic substitution; Nucleophilic substitution; PYRIMIDINES; ALPHA;

D O I：

10.1002/ejoc.201800587

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phase-transfer-catalyzed regioselective nucleophilic aromatic substitution of 2,4-dichloropyrimidines with N-Boc-protected 3-substituted oxindoles is reported. The reaction allows the formation of unsymmetrical all- carbon quaternary centers in the benzylic position of heteroaromatic scaffolds and proceeds with high chemical yield and excellent functional-group tolerance. Various activated heteroaryl chlorides including dichloropyridazine and activated chloropyridines can also be reacted under the reaction conditions.

引用

收藏

页码：4256 / 4264

页数：9

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