Nickel-Catalyzed Direct Alkylation of Heterocycles with -Bromo Carbonyl Compounds: C3-Selective Functionalization of 2-Pyridones

被引：105

作者：

Nakatani, Akihiro ^{[1
]}

Hirano, Koji ^{[1
]}

Satoh, Tetsuya ^{[1
]}

Miura, Masahiro ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 24期

关键词：

alkylation; homolytic radical aromatic substitution; nickel; pyridones; synthetic methods; SUZUKI CROSS-COUPLINGS; C-H FUNCTIONALIZATION; HECK-TYPE REACTIONS; ALPHA-ARYLATION; ARYL HALIDES; ROOM-TEMPERATURE; PHOTOREDOX CATALYSIS; RADICAL CYCLIZATION; ARYLBORONIC ACIDS; SECONDARY;

D O I：

10.1002/chem.201301350

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nickel HAS it: A Ni(cod)2/dppp catalyst system promotes the direct alkylation of electron-rich heterocycles with α-bromo carbonyl compounds and involves an alkyl radical intermediate (see scheme; cod=1,5-cyclooctadiene, dppp=1,3-bis(diphenylphosphino)propane). This homolytic radical aromatic substitution (HAS)-type reaction enables the C3-selective direct functionalization of 2-pyridones. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7691 / 7695

页数：5

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