29833-95-2Relevant academic research and scientific papers
NiCl2(dppe)-Catalyzed Geminal Dialkylation of Dithioacetals and Trimethylation of Ortho Thioesters
Tzeng, Yih-Ling,Yang, Ping-Fan,Mei, Nai-Wen,Yuan, Tien-Min,Yu, Chun-Chi,Luh, Tien-Yau
, p. 5289 - 5293 (2007/10/02)
NiCl2(dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetals gave the corresponding geminal dimethylation products in excellent yields.Allylic ortho thioesters afforded regioselectively the corresponding trimethylation products.The reaction may occur via an 18-electron ?-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product.Benzylic dithioacetals having an ortho amino group gave 2-isopropylanilines exclusively.The reaction of benzylic dithioacetals with EtMgBr under the same conditions yielded geminal diethylation products.
Reactions of 1,3-Dithiolan-2-ylium and 1,3-Dithian-2-ylium Tetrafluoroborates and Ambident 2-Styryl Derivatives
Klaveness, Jo,Rise, Frode,Undheim, Kjell
, p. 373 - 380 (2007/10/02)
The ambident 2-styryl-1,3-dithiolan-2-ylium and 2-styryl-1,3-dithian-2-ylium cations react with preferential carbon-carbon bond formation at the β ethylenic carbon when treated with methylmagnesium iodide.In the lithium aluminium hydride reaction, reduction occurs at either electrophilic carbon center.Methanol and thiophenol react selectively with the β carbon of the side chain.The adduct formation with the heteroatom nucleophiles is readily reversed by acid catalysis.In the absence of the styryl group, the nucleophilic addition is at C-2.Dithioketals of symmetric 1,2-divarbonyl derivatives are readily formed by zinc-induced reductive dimerization of 1,3-dithiolan- and 1,3-dithian-2-ylium salts.
DEALKYLATIVE DECARBOXYLATION.IV. A NOVEL APPROACH TO KETENE THIOACETALS
Belletire, J.L.,Walley, D.R.,Fremont,S.L.
, p. 5729 - 5732 (2007/10/02)
Reaction of 2-carbomethoxy-1,3-dithiane enolate with an equimolar mixture of trimethylacetyl chloride and an aldehyde followed by dealkylative decarboxylation of the resulting pivalate yields ketene thioacetals.
Lithium keten thioacetalides. Factors influencing α- versus γ-alkylation
Murphy, William S.,Wattanasin, Sompong
, p. 2678 - 2682 (2007/10/02)
Alkylation of the lithium salt of the vinyl-1,3-dithian (2; R = CH 3) occurred exclusively at the α-carbon. However both α- and γ-alkylation was observed with the substrate (2; R = C 6H5). A systematic investigation reveal
