Reaction of hexachloroacetone with activated acetylenes in the presence of N-heterocycles.: Synthesis of trichloromethylated bridgehead N-heterocycles

被引：48

作者：

Yavari, Issa ^{[1
]}

Sabbaghan, Maryam ^{[1
]}

Hossaini, Zinatossadat ^{[1
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

SYNLETT | 2006年 / 15期

关键词：

three-component reaction; indolizine; bridgehead N-heterocycles; activated acetylenes; hexachloroacetone;

D O I：

10.1055/s-2006-950429

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyridine reacts smoothly with hexachloroacetone (HCA) in the presence of dialkyl acetylenedicarboxylates or dibenzoylacetylene to produce indolizines. Under similar conditions, isoquinoline led to oxazino[2,3-a]isoquinolines and/or pyrrolo[2,1-a]isoquinolines. Dimethyl 3,3-bis(trichloromethyl)-3H,4aH-[1,3]oxazino[2,3,a] quinoline-1,2-dicarboxy late or dimethyl 1-methyl-7-(2,2,2-trichloroacetyl)-1H-pyrrolo[1,2-a]imidazole-5,6-dicarboxylate was obtained from the reaction of quinoline or N-methylimidazole with dimethyl acetylenedicarboxylate in the presence of HCA.

引用

页码：2501 / 2503

页数：3

共 29 条

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