Isomerization of Trimethyl α-Keto Trithioorthocarboxylates into α, α-Bis (methylthio) Thiolcarboxylates. A New Rearrangement of Synthetic Interest

…, S Dughera, R Fochi, S Gazzetto

Index: Degani, Iacopo; Dughera, Stefano; Fochi, Rita; Gazzetto, Sonia Journal of Organic Chemistry, 1997 , vol. 62, # 21 p. 7228 - 7233

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Citation Number: 10

Abstract

A study was made of the isomerization reaction of a great variety of trimethyl α-keto trithioorthocarboxylates to α, α-bis (methylthio) thiolcarboxylates, intermediates of high synthetic value for the synthesis of α-arylpropionic acids. The reaction was carried out in methylene chloride in the presence of catalytic amounts of trityl perchlorate or methanesulfonic acid and was complete in 2 h at rt. In most of the investigated cases the ...