5155-87-3

Upstream product

• 108776-01-8 α-<2-Hydroxy-2.2-dicyano-ethyl>-styrol 
• 124-38-9 carbon dioxide 
• 36963-72-1 (3-phenoxyprop-1-en-2-yl)benzene 
• 674-82-8 4-methyleneoxetan-2-one 
• 108-86-1 bromobenzene 
• 28557-00-8 phenylzinc chloride 
• 3360-52-9 3-chloro-2-phenylprop-1-ene 
• 96472-76-3 2-Carboxy-2-hydroxy-4-phenyl-pent-4-en-saeure 
• 145046-33-9 2-Hydroxy-2-(2-phenyl-allyl)-indan-1,3-dione 
• 121-69-7 N,N-dimethyl-aniline 
• 98-83-9 isopropenylbenzene 
• 91-66-7 N,N-diethylaniline 
• 552-82-9 benzhydrylidene(methyl)amine 
• 38111-44-3 phenylzinc(II) bromide 

Downstream Products

• 3461-38-9 3-methylenebenzenepropanoic acid methyl ester 
• 36963-75-4 4-Brom-2-phenyl-1-buten-(4,4-d⁽²⁾) 
• 21298-87-3 3-phenyl-3-butenoic acid phenyl amide 
• 1332645-54-1 (R)-1-methyl-4'-phenylspiro[indoline-3,2'-pyran]-2,6'(1H,3'H)-dione 

Relevant academic research and scientific papers

Desulfonylative Electrocarboxylation with Carbon Dioxide

Electrocarboxylation of organic halides is one of the most investigated electrochemical approaches for converting thermodynamically inert carbon dioxide (CO2) into value-added carboxylic acids. By converting organic halides into their sulfone derivatives, we have developed a highly efficient electrochemical desulfonylative carboxylation protocol. Such a strategy takes advantage of CO2as the abundant C1 building block for the facile preparation of multifunctionalized carboxylic acids, including the nonsteroidal anti-inflammatory drug ibuprofen, under mild reaction conditions.

Synthesis of Enantioenriched α,α-Difluoro-β-arylbutanoic Esters by Pd-Catalyzed Asymmetric Hydrogenation

Synthesis of optically active gem-difluorinated organic molecules attracts a great deal of interest due to their unique properties in pharmaceutical and agrochemical areas. Herein, a series of enantioenriched α,α-difluoro-β-arylbutanoic esters were prepar

Telescoped Synthesis of γ-Bromo-β-Lactones from Allylic Bromides Employing Carbon Dioxide

A direct synthesis of the title compounds involving a stepwise Zn-mediated carboxylation of allylic bromides with CO2 delivering β, γ-unsaturated carboxylic acids and a subsequent bromolactonization is reported. The described method demonstrates the use of readily prepared allylzinc bromides by the method of Knochel for fixation of CO2 employing commodity chemicals and zinc dust. This process was then optimized into a two-stage, telescoped process for the direct synthesis of γ-bromo-β-lactones from allyl bromides. The described strategy delivers functionalized β-lactones with dual reactivity as acylating and alkylating agents, which have utility as synthetic intermediates and are attracting growing interest as proteomic tools for activity-based protein profiling.

Synthesis of 6-hydroxy-5,6-dihydro-2-pyrones and -pyridones by reaction of 4-aryl-6-trifluoromethyl-2-pyrones with water, hydrazine, and hydroxylamine

[Figure not available: see fulltext.] Reactions of 4-aryl-6-trifluoromethyl-2H-pyran-2-ones with sodium hydroxide followed by acidification provided the respective 6-hydroxy-5,6-dihydro derivatives, while the reactions of 4-aryl-6-trifluoromethyl-2H-pyran

EtAlCl2/2,6-Disubstituted Pyridine-Mediated Carboxylation of Alkenes with Carbon Dioxide

α-Arylalkenes and trialkyl-substituted alkenes undergo carboxylation with CO2 in the presence of EtAlCl2 and 2,6-dibromopyridine to afford the corresponding α,β- and/or β,γ-unsaturated carboxylic acids. This reaction is suggested to proceed via the electrophilic substitution of EtAlCl2 with the aid of the base, followed by the carbonation of the resulting ate complex. This reaction can be applied to terminal dialkylalkenes by using a mixture of 2,6-di-tert-butylpyridine and 2,6-dibromopyridine.

A Strained Disilane-Promoted Carboxylation of Organic Halides with CO2 under Transition-Metal-Free Conditions

By using a strained four-membered ring disilane (3,4-benzo-1,1,2,2-tetraethyldisilacyclobutene) and CsF, a wide range of aryl, alkenyl, alkynyl, benzyl, allyl, and alkyl halides was successfully carboxylated under an ambient CO2 atmosphere (CO2 balloon) at room temperature within 2 h. In this carboxylation, a highly reactive silyl anion, which is generated from the disilane and CsF, is a key to facilitating the formation of a carbanion equivalent. The resulting anionic species can be trapped with CO2 to produce carboxylic acids with high efficiency.

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.

γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes

Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee). The Royal Society of Chemistry 2012..

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.