5309-59-1

Upstream product

• 591-50-4 iodobenzene 
• 623-91-6 diethyl Fumarate 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 36122-35-7 2-phenylmaleic anhydride 
• 64-17-5 ethanol 
• 582-25-2 Potassium benzoate 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 591-51-5 phenyllithium 
• 98-80-6 phenylboronic acid 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 5272-18-4 dimethylphenylsilanol 
• 55815-01-5 2-methoxy-6-phenyl-1,4-benzoquinone 

Downstream Products

• 34861-81-9 diethyl phenylsuccinate 

Relevant academic research and scientific papers

Decarboxylative olefination of potassium benzoates via bimetallic catalysis strategy

Abstract: A novel synthesis of styrene derivatives through decaroxylative olefination of potassium benzoates with alkynes using Pd2dba3/CuBr as catalyst system has been developed. The protocol proceeded smoothly and in most cases Z-alkene was the main product. Electron-rich potassium benzoates reacted more efficiently than those of electron-deficient substrates. Heteroaromatic and electron-deficient aryl alkynes were not consistent with this transformation. Graphical abstract: [Figure not available: see fulltext.].

Highly enantioselective iridium-catalyzed hydrogenation of α,β-unsaturated esters

α,β-Unsaturated esters have been employed as substrates in iridium-catalyzed asymmetric hydrogenation. Full conversions and good to excellent enantioselectivities (up to 99 % ee) were obtained for a broad range of substrates with both aromatic- and aliphatic substituents on the prochiral carbon. The hydrogenated products are highly useful as building blocks in the synthesis of a variety of natural products and pharmaceuticals. Asymmetric hydrogenation: A variety of α,β-unsaturated esters were hydrogenated with high enantioselectivities (see scheme). The hydrogenated products have been used in synthetic transformations as well as in formal total syntheses. Copyright

Pd-catalyzed addition of organoboronic acids to alkynes at room temperature

Combination of Pd(OAc)2 with 2-bromo-1,3-bis- [diphenylphosphenomethyl)]benzene (1) or 2-bromo-1,3-bis-[di-tert- butylphosphenomethyl)]benzene (3) catalyzed hydroarylations and hydroalkenylations of various alkynes more efficiently in terms of

Mizoroki-Heck type reaction of organoboron reagents with alkenes and alkynes. A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant

Formula presented In contrast to the Pd(0)-catalyzed mechanism by Uemura, Mizoroki-Heck type reaction of boronic acids is found to proceed under a Pd(II)-mediated pathway using a catalytic amount of Pd(OAc)2 in the presence of Cu(OAc)2 as an oxidant. Treatment of a variety of alkenes with boronic acids, boronates, and sodium tetraphenylborate furnishes β-arylated and alkenylated products in good to excellent yields. The reactions with norbornene, norbornadiene, and diphenylacetylene are also performed to give 1:2 or 2:1 coupling products.

Palladium-catalyzed dicarbonylation of terminal acetylenes: A new method for selective synthesis of unsaturated diesters and maleic anhydrides

Maleate diesters and maleic anhydrides can be synthesized respectively by using different type of alcohol in the palladium-catalyzed dicarbonylation of terminal acetylene. In primary or second aliphatic alcohols, only α,β-unsaturated diesters were yielded. In tert-BuOH, maleic anhydrides were selectively synthesized.

Novel carbon-carbon bond formation through Mizoroki-Heck type reaction of silanols and organotin compounds

The reaction of dimethyl(phenyl)silanol with butyl acrylate in the presence of a stoichiometric amount of Pd(OAc)2 or by a combined use of 0.1 molar amount of Pd(OAc)2 and Cu(OAc)2/LiOAc (molar ratio 3/2) gave butyl cinnamate in 76% or 57% yield, respectively. The similar reaction with tributyl(phenyl)tin also proceeded in 77% yield. The organotin compound was shown to react faster than the sitanol, although the tin reagent sometimes induced undesirable homocoupling, while the reaction with silanol did not give such by-product.

Acylphosphonates as Substrates for Wittig and Horner-Wittig Reactions. Unusual Stereoselectivity in the Synthesis of β-Phosphinoylacrylates

Phosphorus-stabilized carbanions with additional stabilizing groups react with dialkyl acylphosphonates (alkanoyl- and aroyl-phosphonates) to give fair to good yields of dialkyl vinylphoshponates, with some limitations imposed by competing side reactions

Active Metals from Potassium-Graphite. Palladium-Graphite-catalysed Vinylic Substitution Reactions

Palladium-graphite, prepared by reduction of PdCl2 by means of C8K, is a convenient catalyst for the arylation or alkenylation of activated carbon-carbon double bonds with aryl or vinyl iodides.

The Reactions of Lignin with Alkaline Hydrogen Peroxide. Part IV. Products from the Oxidation of Quinone Model Compounds

Simple para- and orhto-quinoid structures related to lignin have been oxidized with hydrogen peroxide under mild alkaline conditions.Most of the reaction products, i.e. carboxylic acids formed by oxidative cleavage of the quinoid ring together with acids formed by more extensive degradation of the starting materials, were identified after conversion into esters.In addition, small amounts of hydroxylated quinones were found.Mechanisms for the formation of these products are suggested and the significance of the results for the bleaching of mechanical pulps with hydrogen peroxide is briefly discussed.