185844-37-5

Upstream product

• 185844-35-3 (Z)-2-phenyl-1-trimethylsilylethenenethiol 
• 74-88-4 methyl iodide 
• 31704-08-2 bis(trimethylsilyl)methylthio-methane 
• 100-52-7 benzaldehyde 
• 56583-94-9 (phenylacetyl)trimethylsilane 
• 10428-57-6 trimethyl[(methylthio)methyl]silane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 203393-61-7 ((E)-2-Bromo-2-methylsulfanyl-vinyl)-benzene 

Downstream Products

• 19372-00-0 1-(trimethylsilyl)-2-phenylethene 
• 139371-46-3 (E)-3-methylsulfanyl-1,2-diphenyl-prop-2-en-1-one 
• 37630-43-6 (Z)-1-(methylsulfonyl)-2-phenylethene 
• 15436-11-0 (E)-methyl styryl sulfone 
• 185844-50-2 ((Z)-1-Methanesulfonyl-2-phenyl-vinyl)-trimethyl-silane 
• 35822-50-5 (Z)-methyl(styryl)sulfane 
• 136365-87-2 (E)-1-ethyl-2-phenylethenyltrimethylsilane 
• 57266-92-9 (E)-1-methyl-2-phenylethenyltrimethylsilane 

Relevant academic research and scientific papers

Evaluation of C-trialkylsilyl enol and thioenol ethers as intermediates in the synthesis of acylsilanes

C-silyl enol ethers or thioenol ethers have been prepared by a Peterson reaction, as intermediates for acylsilane synthesis. Bis(trialkylsilyl)(methoxy) - or -(methylsulfanyl)methanes bearing identical or different trialkylsilyl groups were used as starting materials in order to assess the selectivity of the Peterson elimination step. A good selectivity was observed only with ethers bearing the TMS and TBDMS groups. However, there is no practical interest to use such reagents owing to the difficulty to obtain them in correct yields. Bis(trimethylsilyl)(methylsulfanyl)methane proved to be a good reagent for the preparation of C-silyl thioenol ethers, which are hydrolyzed under classical acid conditions to give acylsilanes in fair overall yields. This convenient procedure was extended to the synthesis of bis(acylsilanes). Graphical Abstract.

Stereoconservative formation and reactivity of α-chalcogen- functionalized vinyllithium compounds from α-bromo-vinylic chalcogenides

Bromine/lithium exchange was performed upon treatment of α-bromo-vinylic chalcogenides with butyllithium in hexane at room temperature to provide α-chalcogen-vinyllithium intermediates quantitatively. Addition of electrophiles to the lithiated compounds g

Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes

Aliphatic silyl thioketones containing an α-hydrogen atom undergo enethiolization to Z-α-silyl enethiols 2. Compounds 2 react with a variety of halides R3X to give open-chain α-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.