60040-81-5

Upstream product

• 114474-05-4 methyl 2-benzoate 
• 67-56-1 methanol 
• 78-08-0 Triethoxyvinylsilane 
• 342-54-1 2-(methoxycarbonyl)benzenediazonium tetrafluoroborate 
• 97729-12-9 methyl 2-[(trimethylsilyl)methyl]benzoate 
• 1194-57-6 2-thiophthalide 
• 4122-56-9 methyl o-formylbenzoate 
• 74-88-4 methyl iodide 
• 970-93-4 dimethyl 2,2'-(ethyne-1,2-diyl)dibenzoate 

Relevant academic research and scientific papers

Efficient E-Selective Transfer Semihydrogenation of Alkynes by Means of Ligand-Metal Cooperating Ruthenium Catalyst

The manuscript describes an efficient protocol for the E-selective transfer semihydrogenation of internal alkynes employing a previously described bifunctional ruthenium-based PC(sp3)P complex, 20'mol% of sodium formate and nearly stoichiometric formic acid. Semihydrogenation of the terminal alkynes results in the formation of the corresponding styrenes. The mechanism of the reaction includes stepwise transfer of both the hydride and the proton of the formic acid to the substrate. This fact allowed for the development of a facile protocol for the synthesis of monodeuterated alkenes by simply applying formic acid/sodium formate/D2O mixture as a hydrogen source. High yields, selectivity and functional group compatibility have been generally achieved.

Stereoselective synthesis of hydroxy stilbenoids and styrenes by atom-efficient olefination with thiophthalides

The synthesis of stilbenoids and styryl carboxylic acids is accomplished with high E-stereoselectivity by olefination of aldehydes with thiophthalides under basic conditions. The olefination is highly atom-efficient as it only loses elemental sulfur during the reaction. This olefination, in conjunction with retro Kolbe-Schmitt reaction, allows facile synthesis of E-hydroxystilbenoids with minimal employment of protecting groups. This study also discloses two important findings: formation of i) 4-methylsulfanyl isocoumarins and ii) an 2-arylindenone. The Royal Society of Chemistry 2012.

Synthesis of trans-4,4′-diiodostilbene and other symmetrical trans-stilbenes by Heck reaction of arenediazonium salts with vinyltriethoxysilane

With anilines as the starting materials, a facile new synthesis of symmetrical trans-stilbenes, in particular of trans-4,4′-diiodostilbene, by (double) Heck reaction of arenediazonium salts with vinyltriethoxysilane is described.

Fluoride Ion Promoted Reactions of α-Halo Silanes: Synthesis of Stilbenes, Epoxides, Cyclopropanes, Benzazepines, and Phthalidylisoquinolines

Reaction of α-halo silanes 1 with CsF in DMF affords stilbenes 5.In the presence of added aldehydes, epoxides 6 are obtained, while with electron-deficient olefins the corresponding cyclopropanes 7 are formed.A similar reaction of 1a with iminium compounds 8 in HMPA leads to 2-phenyl-3-benzazepines 12, whereas 1b or 17 furnishes phthalidylisoquinolines 15.

Fluoride Ion Initiated Reactions of α-Halosilanes; Facile Synthesis of Some Stilbenes, Epoxides and Cyclopropanes

Treatment of α-halosilanes (1) with CsF in DMF furnishes stilbenes (3); in the presence of added aldehydes epoxides (5) are obtained while with electron deficient olefins the corresponding cyclopropanes (6) are formed.