90252-90-7

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 106-38-7 para-bromotoluene 
• 90252-89-4 p-tolylzinc(II) chloride 
• 124-38-9 carbon dioxide 
• 65374-22-3 1-(3-bromoprop-1-en-2-yl)-4-methylbenzene 
• 126403-71-2 p-tolylzinc bromide 
• 157104-38-6 3-iodo-3-butenoic acid 
• 105-39-5 chloroacetic acid ethyl ester 
• 122-00-9 para-methylacetophenone 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 77002-96-1 methyl 3-(4-methylphenyl)-3-butenoate 
• 1428266-89-0 1-(4,4-difluoro-4-(phenylsulfonyl)but-1-en-2-yl)-4-methylbenzene 
• 1415643-25-2 1-methyl-4-(2-tolyl-prop-2-ene-1-sulfonyl)-benzene 
• 98775-10-1 4-(4-methylphenyl)furan-2(5H)-one 
• 1254470-55-7 N-[2-(4-tolyl)prop-2-en-1-yl]-N-(p-toluenesulfonyl)amide 
• 1374016-20-2 N-[2-(4-tolyl)prop-2-en-1-yl]-N,N-bis(p-toluenesulfonyl)imide 

Relevant academic research and scientific papers

Direct carboxylation of allylic halides with carbon dioxide in the presence of indium

A highly regioselective indium-mediated allylation of carbon dioxide starting from simple allylic halides (X = I, Br, Cl) has been developed. No transition metal catalyst is needed and an inert atmosphere is not necessary. The reaction tolerates a wide range of synthetically attractive functional groups with a very high branched regioselectivity. The Royal Society of Chemistry 2014.

Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation

Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H2O), and the resulting product easily undergoes desulfonylation. Copyright

Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids

(Chemical Equation Presented) It's in the mix: The reaction conditions - catalyst, additive, and solvent - have been optimized for the asymmetric hydrogenation of 3-aryl-3-butenoic acids. The rigid, chiral bisphospholane ligand (SP,RC)-DuanPhos is crucial to achieving high enantioselectivity.

Palladium-catalyzed cross-coupling of 3-iodobut-3-enoic acid with organometallic reagents. Synthesis of 3-substituted but-3-enoic acids

3-Substituted but-3-enoic acids were obtained in good yields under mild experimental conditions by palladium-catalyzed cross-coupling of 3-iodobut-3-enoic acid with organozinc or organotin compounds using PdCl2(MeCN)2 as catalyst and DMF as solvent.

3-Aryl-3-butenoic Acids and Their Esters: Practical Synthesis from Diketene by the Palladium-Catalyzed Grignard Coupling Reaction and Application as Monomers for the Radical Copolymerization with Styrene

Treatment of arylmagnesium bromide with an equimolar amount of zinc chloride followed by the reaction with diketene in the presence of a catalytic amount of PdCl2(PPh3)2 provided an improved synthetic method for 3-aryl-3-butenoic acid in a large scale.App

Optimization of asymmetric hydrogenation of 3-phenyl-3-butenoic acid catalyzed by rhodium(I)-4,5-bis-2,2-dimethyldioxolane (DIOP)

Enantioselective, homogeneous hydrogenation of 3-phenyl-3-butenoic acid (1) has extensively been examined in the presence of the rhodium(I)/4,5-bis-2,2-dimethyldioxolane (DIOP) catalyst systems.Optimization of the reaction conditions was undertaken mainly by controlling effects of added tertiary amines as well as solvent polarities on the enantio-selectivity of the product.The best asymmetric yield (85.1percent e.e.) was attained when the hydrogenation was carried out in the presence of triethylamine (5 molpercent) in 75percent aqueous methanol using a neutral rhodium-DIOP catalyst.

Studies on Ketene and Its Derivatives. CXVIII. Nickel- or Palladium-Catalyzed Reaction of Diketene with Organometallics. Synthesis of 3-Substituted 3-Butenoic Acids

The reaction of diketene (1) with some organometallics was investigated.The reaction of 1 with benzyl Grignard reagents in the presence of nickel(II) chloride afforded 3-benzyl-3-butenoic acids 2a-e.In the presence of dichloronickel, primary alkylmagnesium bromides reacted with 1 to give 3-methylenealkanoic acids 2g-i. (E)-1-Alkenyldiisobutylaluminiums, in the presence of Pd(O)-catalyst, reacted with 1 to give 3-methylene-4-alkenoic acids 5a-c.Similarly, alkynyl- and aryl-zinc chlorides gave 3-methylene-4-alkynoic acids 7a-d and 3-aryl-3-butenoic acids 8a-c, respectively.Keywords - diketene: Grignard reagent; alkenylaluminium; alkynylzinc chloride; arylzinc chloride; palladium-catalyst; nickel-catalyst; 3-butenoic acid; 3-substituted 3-butenoic acid