吲哚-2-甲酸和(S)-吲哚啉-2-甲酸的合成和相互转化研究进展

摘要/Abstract

吲哚-2-甲酸和(S)-吲哚啉-2-甲酸均是具有生物活性的天然产物和众多降压药的特征结构片段, 报道了它们的合成及其相互转化研究进展. 吲哚啉-2-甲酸可由吲哚-2-甲酸还原制得, 其中(S)-吲哚啉-2-甲酸可由外消旋体拆分或通过不对称合成法制备, 其中“手性源法”作为一种新出现的方法具有较好的前景. 吲哚-2-甲酸可由Fischer吲哚合成法制备, 或通过取代苯胺或苯甲醛制备, 也可通过吲哚啉衍生物氧化脱氢制备, 其中Fischer合成法仍具有较强的竞争力.

关键词: 吲哚-2-甲酸, 吲哚啉-2-甲酸, 相互转化, 研究进展

Indole-2-carboxylic acid and indoline-2-carboxylic acid are common building block in natural products with bioactivities and anti-hypertension pharmaceuticals. The syntheses and transformation from each other were reviewed. Indoline-2-carboxylic acid can be got from the reduction of indole-2-carboxylic acid and the S enantiomer can be achieved from the resolution of the racemic mixture with chemical reagents or enzymes. The chiral pool synthesis, emerged recently, will play an important role in the future. In-dole-2-carboxylic acid can be formed from Fischer way or substituted anilines and benzaldehydes.

Key words: indole-2-carboxylic acid, indoline-2-carboxylic acid, transformation, progress

中图分类号:

O626

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刘金强, 钱超, 陈新志. 吲哚-2-甲酸和(S)-吲哚啉-2-甲酸的合成和相互转化研究进展[J]. 有机化学, 2011, 31(05): 634-645.

LIU Jin-Qiang, QIAN Chao, CHEN Xin-Zhi. Syntheses of Indole-2-carboxylic Acid and Indoline-2-carboxylic Acid and Transformation from Each Other[J]. Chin. J. Org. Chem., 2011, 31(05): 634-645.

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