N-Heterocyclic Carbene Catalyzed Reactions of α-Bromo-α,β-unsaturated Aldehydes/α,β-Dibromoaldehydes with 1,3-Dinucleophilic Reagents

被引：118

作者：

Yao, Changsheng ^{[1
]}

Wang, Donglin ^{[2
]}

Lu, Jun ^{[2
]}

Li, Tuanjie ^{[2
]}

Jiao, Weihui ^{[2
]}

Yu, Chenxia ^{[2
]}

机构：

[1] Xuzhou Normal Univ, Key Lab Biotechnol Med Plants, Sch Chem & Engn, Xuzhou 221116, Jiangsu, Peoples R China

[2] Xuzhou Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Engn, Xuzhou 221116, Jiangsu, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 07期

关键词：

carbenes; heterocycles; N-heterocyclic carbenes; redox chemistry; umpolung; INTERMOLECULAR STETTER REACTIONS; ALPHA; BETA-UNSATURATED ALDEHYDES; CONJUGATE ADDITION; MICHAEL ADDITION; NHC CATALYSIS; ESTERS; TRIAZOLIUM; AMIDATION; KETIMINES; LOADINGS;

D O I：

10.1002/chem.201103358

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Carbenes ring true: N-Heterocyclic carbene (NHC) catalyzed reactions of α-bromo-α,β-unsaturated aldehydes/α,β- dibromoaldehydes with 1,3-dinucleophilic reagents, such as 1,3-dicarbonyl compounds, β-enamino ketones, and β-enamino esters through umpolung processes gave functionalized 3,4-dihydropyranones and 3,4-dihydropyridinones (see scheme). The availability of the starting materials, lack of external oxidant, and usefulness of the products make this strategy attractive. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1914 / 1917

页数：4

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