On the thermal Pummerer rearrangement of substituted sulfoxides

L Marzorati, EKC Yoshikawa, AAC Braga…

Index: Marzorati, Liliana; Yoshikawa, Eduardo K.C.; Braga, Ataualpa A.C.; Di Vitta, Claudio Journal of Sulfur Chemistry, 2014 , vol. 35, # 3 p. 248 - 260

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Abstract

Most reports on the thermal reactions of sulfoxides refer to sulfenic acid elimination, as a synthetic method for introducing double bonds into aliphatic carbon chains. However, under heating conditions, a Pummerer rearrangement might occur in the absence of catalyst, as described in the 60s of the last century, accounting for the formation of butyraldehyde and benzaldehyde from di-butylsulfoxide [11. Barnard-Smith DG, Ford JF. Formation of aldehyde in pyrolysis ...