59662-65-6Relevant academic research and scientific papers
Donor substituted sulfonyl carbenes, 2: Organothio sulfonyl carbenes
Schank, Kurt,Abdel Wahab, Aboel-Magd A.,Buegler, Stephan,Eigen, Peter,Jager, Juergen,Jost, Klaus
, p. 3721 - 3742 (2007/10/02)
Organothio sulfonyl carbenes 3 have been generated via ylid thermolysis or via α-elimination starting from α-chloro α-organothio sulfones and their derivatives. They have been captured by suitable nucleophilic trapping reagents (diazomethane, enol ethers, and other). Their nucleophilic carbenoid precursors could be trapped by an electrophilic olefin (ketene dithioacetal S,S-dioxides as Michael acceptors). Stable carbene Z-dimers could be obtained under various conditions. Bromine catalyzed isomerization to E-isomers proved to be reversible.
A NOVEL PREPARATION OF 3-METHYLTHIO-2-OXOPROPANAL ACETALS USING METHYLTHIOMETHYL p-TOLYL SULFONE
Ogura, Katsuyuki,Uchida, Tohru,Tsuruda, Toshihiko,Takahashi, Kazumasa
, p. 5703 - 5706 (2007/10/02)
Treatment of an alkoxyacetyl derivative (3) of methylthiomethyl p-tolyl sulfone (1), easily obtainable from an alkoxyacetic ester and 1, with such a base as triethylamine or DABCO affords 3-methylthio-2-oxopropanal acetal (4).
UTILIZATION OF METHYLTHIOMETHYL p-TOLYL SULFONE IN ORGANIC SYNTHESIS
Ogura, Katsuyuki,Yahata, Nobuhiro,Hashizume, Kimitoshi,Tsuyama, Koichi,Takahashi, Kazumasa,Iida, Hirotada
, p. 767 - 770 (2007/10/02)
Methylthiomethyl p-tolyl sulfone was found to be one of the useful reagents for preparation of various organic compounds such as S-methyl α-ketocarbothioates, carboxylic esters, five- and six-membered cycloalkanones, and α-methoxy-α-arylacetic esters.
Convenient Preparation of Methylthiomethyl p-Tolyl Sulfone Starting from Dimethyl Sulfoxide
Ogura, Katsuyuki,Yahata, Nobuhiro,Watanabe, Jun-ichi,Takahashi, Kazumasa,Iida, Hirotada
, p. 3543 - 3544 (2007/10/02)
An efficient method for preparing methylthiomethyl p-tolyl sulfone was accomplished by the Pummerer reaction of dimethyl sulfoxide with acetic anhydride followed by treatment of the resulting acetoxymethyl methyl sulfide with sodium p-toluenesulfinate in the presence of sodium acetate in acetic acid.
A NOVEL ROUTE FROM A CARBOXYLIC ACID TO A CARBALDEHYDE USING METHYLTHIOMETHYL p-TOLYL SULFONE
Ogura, Katsuyuki,Yahata, Nobuhiro,Takahashi, Kazumasa,Iida, Hirotada
, p. 5761 - 5762 (2007/10/02)
A new conversion of a carboxylic ester to a carbaldehyde involing formation and dissociation of a C-C bond at the acyl carbon was accomplished by the use of methylthiomethyl p-tolyl sulfone (1).
