62575-83-1Relevant articles and documents
Isomerization of Trimethyl α-Keto Trithioorthocarboxylates into α,α-Bis(methylthio) Thiolcarboxylates. A New Rearrangement of Synthetic Interest
Degani, Iacopo,Dughera, Stefano,Fochi, Rita,Gazzetto, Sonia
, p. 7228 - 7233 (2007/10/03)
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 result was positive, the yields usually being greater than 90%. Also the reaction mechanism was subjected to an experimental study.
On the Mechanism of the Cleavage Reaction of (Methylthio)methyl Ether with Triphenylmethyl Cation
Niwa, Haruki,Miyachi, Yasuyoshi
, p. 716 - 718 (2007/10/02)
The cleavage reaction of a (methylthio)methyl (MTM) ether with triphenylmethyl cation was not initiated by the previously proposed hydride abstraction with triphenylmethyl cation but promoted by the coordination of triphenylmethyl cation as a Lewis acid to the sulfur atom in the MTM group.
