Synthesis of new 4-(1-ethylthio-2,2,2-trifluoroethyl)-6-methylpyridazin-3(2H)-ones starting from S-ethyl 4-oxo-2-(pentafluoroethyl) pentanethiolate and hydrazines

Dinoiu, V;Tinant, Bernard;Nuzillard, JM;Bouillon, JP.
(2006) Journal of Fluorine Chemistry — Vol. 127, n° 1, p. 101-107 (2006)

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Authors
  • Dinoiu, V
    Author
  • Tinant, BernardUCLouvain
    Author
  • Nuzillard, JM
    Author
  • Bouillon, JP.
    Author
Abstract
The paper presents a one-pot conversion of gamma-keto-alpha-pentafluoroethyl thioester into new pyridazin-3-ones and alpha,beta-unsaturated lactams. The structures of all new compounds were ascribed using 1D (F-19, H-1, C-13) and 2D (H-1-N-15) NMR data, and X-ray diffraction analysis. Two possible competitive reaction mechanisms for the synthesis of pyridazin-3-ones and lactams are presented. (C) 2005 Elsevier B.V. All rights reserved.
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Citations

Dinoiu, V., Tinant, B., Nuzillard, J., & Bouillon, JP. (2006). Synthesis of new 4-(1-ethylthio-2,2,2-trifluoroethyl)-6-methylpyridazin-3(2H)-ones starting from S-ethyl 4-oxo-2-(pentafluoroethyl) pentanethiolate and hydrazines. Journal of Fluorine Chemistry, 127(1), 101-107. https://doi.org/10.1016/j.jfluchem.2005.11.001 (Original work published 2006)