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Reaction of N-(3-oxoalkenyl)chloroacetamides with sodium p-toluenesulfinate – synthesis of 3-tosylpyridin-2(1Н)-ones

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Chemistry of Heterocyclic Compounds Aims and scope

A series of N-(3-oxoalkenyl)chloroacetamides was prepared by acylation of β-enaminoketones with chloroacetyl chloride. A reaction of these compounds with sodium p-toluenesulfinate in dimethylformamide in the presence of potassium carbonate led to 3-tosylpyridin-2(1H)-ones. The limitations of this reaction were studied.

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This work was performed with financial support from the Ministry of Education and Science of the Russian Federation (project No. 4.1657.2017/4.6).

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Authors and Affiliations

  1. F. M. Dostoevskii Omsk State University, 55a Mira Ave., Omsk, 644077, Russia

    Dmitry S. Goncharov, Ivan V. Kulakov & Alexander S. Fisyuk

  2. Omsk State Technical University, 11 Mira St., Omsk, 644050, Russia

    Alexander S. Fisyuk

Authors
  1. Dmitry S. Goncharov
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  2. Ivan V. Kulakov
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  3. Alexander S. Fisyuk
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Correspondence to Alexander S. Fisyuk.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(12), 1335–1339

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Goncharov, D.S., Kulakov, I.V. & Fisyuk, A.S. Reaction of N-(3-oxoalkenyl)chloroacetamides with sodium p-toluenesulfinate – synthesis of 3-tosylpyridin-2(1Н)-ones. Chem Heterocycl Comp 53, 1335–1339 (2017). https://doi.org/10.1007/s10593-018-2215-0

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  • DOI: https://doi.org/10.1007/s10593-018-2215-0

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