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Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature.

ABSTRACT: A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diverse anilines, in water at room temperature. Advantages of this reaction include the availability of starting materials, use of water as a green solvent, catalyst-free approach, simple work-up, high yields, and preparation of potentially bioactive compounds.

SUBMITTER: Rahimi F

PROVIDER: S-EPMC6458501 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature.

Rahimi Fatemeh F Bayat Mohammad M Hosseini Fahimeh Sadat FS Kozakiewicz Anna A

Heliyon 20190408 4

A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diverse anilines, in water at room temperature. Advantages of this reaction include the availability of starting materials, use of water as a green solvent, catalyst-free approach, simple work-up, high yie ...[more]

PMID: 31008394

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