Litvinov Yuri M, Mortikov Valery Yu, Shestopalov Anatoliy M
N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russian Federation.
J Comb Chem. 2008 Sep-Oct;10(5):741-5. doi: 10.1021/cc800093q. Epub 2008 Aug 5.
A convenient method of synthesis of substituted and annulated 2-amino-spiro[(3' H)-indol-3',4-(4 H)-pyrans] at mild conditions and in good yields is developed. Three component reaction of wide variety of substituted isatins, cyanoacetic acid derivatives, and carbonyl compounds or phenols gives the target compounds. Forty new spiropyrans were obtained, and their structures were proved by elemental analysis and 1H NMR and IR spectral data. It is shown that the use of a not very large set of starting compounds can lead to the synthesis of a thousand-member 2-amino-spiro[(3' H)-indol-3',4-(4 H)-pyran] library.
开发了一种在温和条件下以良好产率合成取代和稠合的2-氨基-螺[(3'H)-吲哚-3',4-(4H)-吡喃]的简便方法。多种取代的异吲哚酮、氰基乙酸衍生物与羰基化合物或酚的三组分反应可得到目标化合物。得到了40种新的螺吡喃，并通过元素分析、1H NMR和IR光谱数据证实了它们的结构。结果表明，使用数量不多的起始化合物可以合成出包含上千种化合物的2-氨基-螺[(3'H)-吲哚-3',4-(4H)-吡喃]文库。
