A Powerful Palladium-Catalyzed Multicomponent Process for the Preparation of Oxazolines and Benzoxazoles

被引：109

作者：

Boissarie, Patrick J. ^{[1
]}

Hamilton, Zoe E. ^{[1
]}

Lang, Stuart ^{[1
]}

Murphy, John A. ^{[1
]}

Suckling, Colin J. ^{[1
]}

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

3-COMPONENT REACTION; ISOCYANIDE; ALDEHYDES; AMIDINES; ACCESS;

D O I：

10.1021/ol202725y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient and convenient three-component couplings of an aryl halide, isocyanide, and an amino alcohol under palladium catalysis provide a range of oxazolines and benzoxazoles in excellent yield.

引用

页码：6256 / 6259

页数：4

共 39 条

[1] Anodic methoxylation and acetoxylation of imines and imidates [J].

Baba, D ;

Fuchigami, T .

TETRAHEDRON LETTERS, 2003, 44 (15) :3133-3136

[2] Palladium-mediated cascade or multicomponent reactions: A new route to carbo- and heterocyclic compounds [J].

Balme, G ;

Bouyssi, D ;

Monteiro, N .

PURE AND APPLIED CHEMISTRY, 2006, 78 (02) :231-239

[3] Pd-assisted multicomponent synthesis of heterocycles [J].

Balme, G ;

Bossharth, E ;

Monteiro, N .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4101-4111

[4]

Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360

[5] Amines as key building blocks in Pd-assisted multicomponent processes [J].

Bouyssi, Didier ;

Monteiro, Nuno ;

Balme, Genevieve .

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 :1387-1406

[6] Passerini Three-Component Reaction of Alcohols under Catalytic Aerobic Oxidative Conditions [J].

Brioche, Julien ;

Masson, Geraldine ;

Zhu, Jieping .

ORGANIC LETTERS, 2010, 12 (07) :1432-1435

[7] Multi-component syntheses of heterocycles by transition-metal catalysis [J].

D'Souza, Daniel M. ;

Mueller, Thomas J. J. .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (07) :1095-1108

[8] Synthesis of Alkyl Alkynyl Ketones by Pd/Light-Induced Three-Component Coupling Reactions of Iodoalkanes, CO, and 1-Alkynes [J].

Fusano, Akira ;

Fukuyama, Takahide ;

Nishitani, Satoshi ;

Inouye, Takaya ;

Ryu, Ilhyong .

ORGANIC LETTERS, 2010, 12 (10) :2410-2413

[9] Catalytic multicomponent reactions for the synthesis of N-aryl trisubstituted pyrroles [J].

Galliford, Chris V. ;

Scheidt, Karl A. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (05) :1811-1813

[10] New focused microwave approach to the synthesis of amino-substituted pyrroloisoquinolines and pyrroloquinolines via a sequential multi-component coupling process [J].

Hopkin, Mark D. ;

Baxendale, Ian R. ;

Ley, Steven V. .

SYNTHESIS-STUTTGART, 2008, (11) :1688-1702

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