Facile preparation of 3-amino-4-(arylamino)-1H-isochromen-1-ones by a new multicomponent reaction

被引:24
作者
Opatz, T [1 ]
Ferenc, D [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55138 Mainz, Germany
关键词
multicomponent reactions; heterocycles; cyclization; amines; strecker reaction;
D O I
10.1002/ejoc.200400685
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions between 2-formylbenzoic acid, various anilines and HCN result in the formation of 3-amino-4-(arylamino)-1H-isochromen-1-ones in high yield. The mechanism of this three-component condensation involves the intermediate formation of an alpha-aminonitrile and subsequent cyclizationthrough nucleophilic attack of the ortho-carboxylate at the nitrile carbon. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).
引用
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页码:817 / 821
页数:5
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