89330-93-8

Upstream product

• 762-42-5 dimethyl acetylenedicarboxylate 
• 582-25-2 Potassium benzoate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 

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.].

Synthesis of α,β-alkynyl esters and unsymmetrical maleate esters catalyzed by pd/c; An efficient phosphine-free catalytic system for oxidative alkoxycarbonylation of terminal alkynes

Pd/C-catalyzed oxidative alkoxycarbonylation of terminal alkynes using alcohols in the presence of tetrabutylammonium iodide under CO/O2 (5:1 atm) has been investigated. The desired α,β-alkynyl esters and unsymmetrical maleate esters are formed in good to excellent yields under different reaction conditions. The present protocol eliminates the use of phosphine ligands and has straightforward catalyst recovery. The catalyst was recycled up to six times without significant loss of catalytic activity. Georg Thieme Verlag Stuttgart . New York.

Mechanisms by which alkynes react with CpCr(CO)3H. Application to radical cyclization

The reaction of CpCr(CO)3H with activated alkynes in benzene has been examined. The kinetics of these reactions have been studied with various alkynes, along with the stereochemistry with which the alkynes are hydrogenated. The hydrogenation of phenyl acetylene and diphenyl acetylene with CpCr(CO) 3H has been shown to occur by a hydrogen atom transfer (HAT) mechanism. The reaction of CpCr(CO)3H with dimethyl acetylenedicarboxylate (DMAD) produced hydrogenated products as well as phenyl substitution from reaction with solvent. On the basis of kinetic data, it is thought that the reaction of DMAD may proceed via a single electron transfer (SET) as the rate-determining step. The radical anion of dimethylfumarate was observed by EPR spectroscopy during the course of the reaction, supporting this claim. The aromatic 1,6 eneyne (8) gave cyclized products in 78% yield under catalytic conditions (35 psi H2), presumably by the 5-exo-trig cyclization of the vinyl radical arising from H? transfer. Using a cobaloxime catalyst (12) hydrogenation was completely eliminated to yield 100% cyclized 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.

A novel stereoselective synthesis of maleate derivatives via palladium- catalyzed dicarboalkoxylation of terminal alkynes

Alkynes were dicarboalkoxylated efficiently and stereoselectively in high yields reacting for about 2h under atmospheric pressure of carbon monoxide at room temperature using a catalytic amount of PdCl2 and a stoichiometric amount of CuCl2