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New highlights of the syntheses of pyrrolo[1,2-a]quinoxalin-4-ones.

ABSTRACT: The one-pot three-component reactions of 1-substituted benzimidazoles with ethyl bromoacetate and electron-deficient alkynes, in 1,2-epoxybutane, gave a variety of pyrrolo[1,2-a]quinoxalin-4-ones and pyrrolo[1,2-a]benzimidazoles. The influence of experimental conditions on the course of reaction was investigated. A novel synthetic pathway starting from benzimidazoles unsubstituted at the five membered ring, alkyl bromoacetates and non-symmetrical electron-deficient alkynes in the molar ratio of 1:2:1, in 1,2-epoxybutane at reflux temperature, led directly to pyrrolo[1,2-a]quinoxalin-4-ones in fair yield by an one-pot three-component reaction.

SUBMITTER: Georgescu E

PROVIDER: S-EPMC4222434 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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New highlights of the syntheses of pyrrolo[1,2-a]quinoxalin-4-ones.

Georgescu Emilian E Nicolescu Alina A Georgescu Florentina F Teodorescu Florina F Marinescu Daniela D Macsim Ana-Maria AM Deleanu Calin C

Beilstein journal of organic chemistry 20141014

The one-pot three-component reactions of 1-substituted benzimidazoles with ethyl bromoacetate and electron-deficient alkynes, in 1,2-epoxybutane, gave a variety of pyrrolo[1,2-a]quinoxalin-4-ones and pyrrolo[1,2-a]benzimidazoles. The influence of experimental conditions on the course of reaction was investigated. A novel synthetic pathway starting from benzimidazoles unsubstituted at the five membered ring, alkyl bromoacetates and non-symmetrical electron-deficient alkynes in the molar ratio of ...[more]

PMID: 25383108

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