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Reaction of α-oxoketenes with 2-substituted benzothiazoles and benzimidazoles: synthesis of benzo[4,5]thiazolo[3,2-a]pyridinone and N-(1,3-benzothiazol-2-yl)-3-oxopropanamide derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

A fast and simple procedure for the synthesis of pyrimidinone derivatives via the cyclocondensation reactions of α-oxoketenes with 2-substituted benzothiazoles have been investigated. Acyl-substituted Meldrum's acids and 1,3-dioxin-4-one derivatives have been used as starting compounds for preparation of α-oxoketenes, which were used in the cycloaddition reactions with (benzothiazol-2-yl)-acetonitrile and (benzimidazol-2-yl)acetonitrile giving good product yields. Also the reaction of (chlorocarbonyl)phenylketene with 2-(1,3-benzothiazol-2-yl)acetonitrile has been investigated.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Jiroft, Jiroft, 7867161167, Iran

    Mahboobeh Zahedifar

  2. Department of Chemistry, Shahid Bahonar University of Kerman, Kerman, 76169, Iran

    Hassan Sheibani

Authors
  1. Mahboobeh Zahedifar
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  2. Hassan Sheibani
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Correspondence to Mahboobeh Zahedifar.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(1), 41–44

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Zahedifar, M., Sheibani, H. Reaction of α-oxoketenes with 2-substituted benzothiazoles and benzimidazoles: synthesis of benzo[4,5]thiazolo[3,2-a]pyridinone and N-(1,3-benzothiazol-2-yl)-3-oxopropanamide derivatives. Chem Heterocycl Comp 52, 41–44 (2016). https://doi.org/10.1007/s10593-016-1829-3

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  • DOI: https://doi.org/10.1007/s10593-016-1829-3

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