98064-18-7

Upstream product

• 591-50-4 iodobenzene 
• 17891-78-0 1,3-bis(trimethylsilyl)propene 
• 16029-98-4 trimethylsilyl iodide 
• 1822-00-0 trimethylsilylmethyllithium 
• 536-74-3 phenylacetylene 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 34858-82-7 2-methylthio-2-phenyl-1,3-dithiane 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 

Downstream Products

• 140149-93-5 (Z)-1-Bromo-4-ethoxy-2-phenyl-1-pentene 
• 140149-96-8 3-Bromo-4,4-dimethyl-2-phenyl-1-hexene 
• 140149-95-7 3-Bromo-4,4-dimethyl-2-phenyl-1-pentene 
• 140149-89-9 3-Bromo-3-(trimethylsilyl)-2-phenyl-1-propene 
• 112635-44-6 [(1Z)-1,3-dibromoprop-1-en-2-yl]benzene 

Relevant academic research and scientific papers

Trithioorthoesters and Tetrathioorthocarbonates as RC(3+) and C(4+) Synthons. Nickel-Catalyzed Alkylative Olefination of Trithioorthoesters and Tetrathioorthocarbonates

NiCl2(PPh3)2-catalyzed alkylative olefinations of trithioorthoesters and tetrathioorthocarbonates give the corresponding substituted alkenes.Aliphatic C-S bonds in these substrates can be activated in the nickel-catalyzed cross coupling reaction leading to carbon-carbon bond formation.This reaction can be considered as using trithiorthoesters and tetrathioorthocarbonate as R3C(3+) and C(4+) synthons. - Keywords: Trithioorthoesters, Tetrathioorthocarbonate, Nickel-Catalyzed Alkylative Olefination, Synthons of RC(3+) and C(4+)

Pd-catalyzed coupling reaction of acetylenes, iodotrimethylsilane, and organozinc reagents for the stereoselective synthesis of vinylsilanes

The reaction of terminal acetylenes with Me3SiI (1) and organozinc reagents in the presence of Pd(PPh3)4 results in addition of the trimethylsilyl group of 1 and an alkyl group of the organozinc reagent to the acetylenes.

Nickel-catalysed Alkylative Alkenation of Orthothioesters with Grignard Reagents; a Convenient Procedure for introducing the Isopropenyl Group. Synthesis of Substituted 1,3-(Bis-trimethylsilyl)propenes

Nickel-catalysed coupling of orthothioesters with MeMgI furnishes a general method for introducing the isopropenyl group; the application of this reaction to the synthesis of 1,3-(bis-trimethylsilyl)propenes is presented.

The Effect of Added Silver Nitrate on the Palladium-Catalyzed Arylation of Allyltrimethylsilanes

The palladium-catalyzed reaction of iodobenzene with allyltrimethylsilane at 120 deg C (the Heck arylation) ressulted predominantly in arylation at the terminal position giving (E)-1-phenyl-3-(trimethylsilyl)-1-propene (1) as the major product and considerable amounts of 3-phenyl-1-propene (6) and 2-phenyl-1-propene (7) as minor products.At 50 deg C the reaction gave approximately the same product distribution, but 53percent of the iodobenzene remained after 2 days.The addition of silver nitrate at this temperature had a dramatic effect on the reaction.All the starting materi al was consumed after 2 days.The vinylsilane (E)-3-phenyl-1-(trimethylsilyl)-1-propene (2) was then the major component, only 3percent of 1 was formed, and no desilylation was observed.Thus addition of silver nitrate at low temperature (a) enhances the reaction rate, (b) changes the direction of elimination, and (c) supresses the desilylation.Arylation of (E)-1,3-bis(trimethylsilyl)-1-propene in the presence of silver salts gave almost exclusively the stereospecific product (Z)-1,3-bis(trimethylsilyl)-2-phenyl-1-propene (4) at 50 deg C and 2-phenyl-3-(trimethylsilyl)-1-propene (3) at 120 deg C.Compound 3 was also formed in the absence of silver nitrate at 120 deg C, but then the reaction required a considerably longer reaction time.