O-Tosylaminobenzaldehyde aminals in the synthesis of 1,3-disubstituted propargylamines, derivatives of 3H-2-vinylidene-3-aminoindoline and quinoline
作者:L. Yu. Ukhin、V. N. Komissarov、G. I. Orlova、G. S. Borodkin、S. V. Lindeman、V. N. Khrustalev、Yu. T. Struchkov
DOI:10.1007/bf00696721
日期:1995.11
Abstracto-Tosylaminobenzaldehyde aminals react with propargyl alcohol and its phenyl ether on heating in acetonitrile in the presence of CuI to yield 3H-2-vinylidene-3-aminoindoline derivatives. Analogous reactions with phenylacetylene and dimethylethynylcarbinol result in 1,3-disubstituted propargylamines. The possibility of using the latter compounds in synthesis of quinoline derivatives was shown: cyclization
Abstracto-Tosylaminobenzaldehyde aminals 与炔丙醇及其苯基醚在乙腈中在 CuI 存在下加热反应生成 3H-2-vinylidene-3-aminoindoline 衍生物。与苯乙炔和二甲基乙炔基甲醇的类似反应产生 1,3-二取代炔丙胺。显示了在喹啉衍生物合成中使用后一种化合物的可能性:在 H2SO4 和 KOH 存在下,1-(o-tosylaminophenyl)-1-morpholino-3-phenylprop-2-yne 环化得到 2-苯基喹啉和 2-苯基-4-吗啉喹啉,分别。3H-2-Phenoxymethylvinylidene-3-morpholinoindoline 通过 X 射线衍射光谱进行了研究。