Copper-Catalyzed [5+1] Annulation of 2-Ethynylanilines with an N,O-Acetal Leading to Construction of Quinoline Derivatives

被引：45
|
作者：
Sakai, Norio [1 ]
Tamura, Kosuke [1 ]
Shimamura, Kazuyori [1 ]
Ikeda, Reiko [1 ]
Konakahara, Takeo [1 ]
机构：
[1] Tokyo Univ Sci RIKADAI, Dept Pure & Appl Chem, Fac Sci & Technol, Noda, Chiba 2788510, Japan
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 03期
关键词：
O-ALKYNYLARYL ISOCYANIDES; ONE-POT SYNTHESIS; FRIEDLANDER SYNTHESIS; INTRAMOLECULAR CYCLIZATION; 2-SUBSTITUTED QUINOLINES; MOLECULAR-IODINE; TANDEM SYNTHESIS; PRIMARY AMINES; INDOLES; SKRAUP;
D O I：
10.1021/ol203360g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel copper-catalyzed [5 + 1] annulation of 2-ethynylanilines with an N,O-acetal, which functioned as a Cl part, leading to the preparation of quinoline derivatives with an ester substituent on the 2-position is described. A combination of CuBr2 and trifluoroacetic acid (TFA) promoting [5 + 1] annulation of the 2-ethynylaniline with ethyl glyoxylate is also demonstrated.
引用
收藏
页码：836 / 839
页数：4
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