A Novel Synthesis of 2-imino-4-thiazolines Via Alpha-bromoketimines

Dekimpe, N.;Boelens, M.;Declercq, Jean-Paul
(1993) Tetrahedron — Vol. 49, n° 16, p. 3411-3424 (1993)

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Authors
  • Dekimpe, N.
    Author
  • Boelens, M.
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
Abstract
A novel straightforward synthesis of 2-imino-4-thiazolines has been performed by reaction of alpha-bromoketimines with potassium thiocyanate in acetonitrile. Contrary to other syntheses of these heterocycles, no side reactions were observed. The structural assignment of these relatively rare 2-imino-2,3-dihydrothiazoles was executed by spectroscopic means, by the synthesis of model compounds by an alternative route and by X-ray crystallographic analysis of an N-acetyl derivative, excluding any other isomeric possibility.
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Dekimpe, N., Boelens, M., & Declercq, J.-P. (1993). A Novel Synthesis of 2-imino-4-thiazolines Via Alpha-bromoketimines. Tetrahedron, 49(16), 3411-3424. https://doi.org/10.1016/S0040-4020(01)90168-1 (Original work published 1993)