Reactions of Thioketones with Dichlorocarbene

G Mlostoń, J Romański, H Heimgartner

Index: Mloston, Grzegorz; Romanski, Jaroslaw; Swiatek, Anna; Heimgartner, Heinz Helvetica Chimica Acta, 1999 , vol. 82, # 6 p. 946 - 956

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Citation Number: 19

Abstract

Abstract The reactions of sterically crowded cycloalkanethiones of type 2 with CHCl 3/NaOH under phase-transfer catalysis (PTC) with benzyl (triethyl) ammonium chloride (TEBA) as catalyst afforded the correspondinggem.-dichlorothiiranes' of type 3 in good yields (cf. Scheme 2 and Table). The desulfurization, which, in some cases, occurred spontaneously, led to (dichloromethylidene) cycloalkanes of type 4. Similar results were obtained using ...