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Benzoid-quinoid tautomerism in azomethines and their structural analogs. 46. Synthesis and reactions of 2-(N-isatinomethylene)-3(2H)-benzo[b]thiophenone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Electronic, IR and UV spectroscopy has shown that 2-(N-isatinomethylene)-3(2H)-benzo[b]thiophenone in solution displays photo- and solvatochromism as a result of reversible E → Z isomerization, and it readily undergoes alcoholysis of the lactam bond. The resulting aminovinyl ketones exist as mixtures of the thermodynamically stable E- and Z-isomers.

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Literature Cited

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Authors and Affiliations

  1. Research Institute for Physical and Organic Chemistry, Rostov State University, 344704, Rostov-on-Don

    Zh. V. Bren', V. P. Rybalkin & V. A. Bren'

Authors
  1. Zh. V. Bren'
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  2. V. P. Rybalkin
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  3. V. A. Bren'
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Additional information

For Communication 45, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1217–1220, September, 1989.

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Bren', Z.V., Rybalkin, V.P. & Bren', V.A. Benzoid-quinoid tautomerism in azomethines and their structural analogs. 46. Synthesis and reactions of 2-(N-isatinomethylene)-3(2H)-benzo[b]thiophenone. Chem Heterocycl Compd 25, 1018–1021 (1989). https://doi.org/10.1007/BF00487300

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  • DOI: https://doi.org/10.1007/BF00487300

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