CuCl-catalyzed regio- and stereoselective aminohalogenation of α,β-unsaturated nitriles

被引：63

作者：

Han, Jian-Lin

Zhi, San-Jun

Wang, Le-Yong

Pan, Yi ^{[1
]}

Li, Guigen

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Peoples R China

[2] Nanjing Univ, State Key Lab Coordinat, Nanjing 210093, Peoples R China

[3] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 08期

关键词：

aminohalogenation; alpha; beta-unsaturated nitriles; copper chloride;

D O I：

10.1002/ejoc.200600902

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha,beta-Unsaturated nitriles were found to be suitable substrates for aminochlorination with N,N-dichloro-p-toluenesulfonamide (4-TsNCl2) in the presence of CuCl as the catalyst (10 mol-%) and 4 angstrom molecular sieves. The reaction is very convenient to carry out at room temperature without the protection of inert gases, and this method provides an easy route to vicinal haloamino nitriles with excellent regio- and stereoselectivities and in good chemical yields. The stereochemistry has been unambiguously confirmed by X-ray structural analysis. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

引用

页码：1332 / 1337

页数：6

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