Reactions of chlorosulfanyl derivatives of cyclobutanones with different nucleophiles

…, G Mlostoń, A Linden, H Heimgartner

Index: Majchrzak, Agnieszka; Mloston, Grzegorz; Linden, Anthony; Heimgartner, Heinz Helvetica Chimica Acta, 2006 , vol. 89, # 5 p. 1042 - 1061

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Citation Number: 2

Abstract

Abstract The reactions of 3-chloro-3-(chlorosulfanyl)-2, 2, 4, 4-tetramethylcyclobutan-1-one (2) with N, O, S, and P nucleophiles occur by substitution of Cl at the S-atom. Whereas, in the cases of secondary amines, alkanols, phenols, thiols, thiophenols, and di-and trialkyl phosphates, the initially formed substitution products were obtained, the corresponding products with allyl and propargyl alcohols undergo a [2, 3]-sigmatropic rearrangement to ...