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
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.
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)