Pummerer rearrangement of ethyl methylsulfinylthioacetate

B Wladislaw, L Marzorati, J Gruber

Index: Wladislaw, B.; Marzorati, L.; Gruber, J. Phosphorus, Sulfur and Silicon and the Related Elements, 1990 , vol. 47, # 1+2 p. 21 - 26

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Citation Number: 4

Abstract

Abstract Ethyl methylsulfinylthioacetate undergoes Pummerer rearrangement with thionyl chloride, trifluoroacetic anhydride or with acetic anhydride-trifluoroacetic anhydride mixture, but not with acetic anhydride alone. These reactivities are compared to those for methyl methylsulfinylacetate and ω-methylsulfinylacetophenone and interpreted in terms of the difference in stability of the intermediate sulfinyl carbonium ions.