Synthesis of new 4-(1-ethylthio-2,2,2-trifluoroethyl)-6-methylpyridazin-3(2<em>H</em>)-ones starting from <em>S</em>-ethyl 4-oxo-2-(pentafluoroethyl)pentanethiolate and hydrazines期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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

Authors:	Vasile Dinoiu Bernard Tinant Jean-Philippe Bouillon

Affiliation:	^a Laboratoire Sciences et Méthodes Séparatives (SMS), EA 3233, Université de Rouen, IRCOF, F-76821 Mont-Saint-Aignan Cedex, France ^b Romanian Academy, Institute of Organic Chemistry “C.D. Nenitzescu”, Spl. Independentei 202B, 77141 Bucharest, Romania ^c Unité de Chimie Structurale et des Mécanismes Moléculaires, Université Catholique de Louvain, 1 Place Louis Pasteur, B-1348 Louvain-la-Neuve, Belgique ^d Laboratoire de Pharmacognosie, UMR CNRS 6013, Université de Reims, Faculté des Sciences, Bâtiment 18, Moulin de la Housse, B.P. 1039, F-51687 Reims Cedex 2, France

Abstract:	The paper presents a one-pot conversion of γ-keto-α-pentafluoroethyl thioester into new pyridazin-3-ones and α,β-unsaturated lactams. The structures of all new compounds were ascribed using 1D (¹⁹F, ¹H, ¹³C) and 2D (¹H-¹⁵N) NMR data, and X-ray diffraction analysis. Two possible competitive reaction mechanisms for the synthesis of pyridazin-3-ones and lactams are presented.

Keywords:	Trifluoromethyl γ-Ketothioester Furan Lactam Pyridazinone
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