10464-67-2

Upstream product

• 288-32-4 1H-imidazole 
• 108-05-4 vinyl acetate 
• 2466-76-4 N-Acetylimidazole 
• 75-07-0 acetaldehyde 

Downstream Products

• 1072-63-5 1-vinylimidazole 

Relevant academic research and scientific papers

Potassium phosphate promoted aza-Markovnikov addition of N-heterocycles to vinyl esters

Anhydrous potassium phosphate promoted the aza-Markovnikov addition of a variety of N-heterocycles to vinyl esters in DMF at room temperature in moderate to excellent yields. Georg Thieme Verlag Stuttgart.

Markovnikov addition of imidazole derivatives with vinyl esters catalyzed by lipase TL im from Thermomyces lanuginosus /K2CO3 in a continuous-flow microreactor

In this work, a simple and efficient method for Markovnikov addition of imidazole derivatives to vinyl esters catalyzed by Lipozyme TL IM/K2CO3 in a continuous-flow microreactor was described. The effects of the mixed catalysts, molar ratio and the structure of reactants on the reaction performance were experimentally studied. The attractive features of this process are shorter reaction times (30 min) and excellent yields compared to that in shaker reactors.

Markovnikov addition of vinyl acetate with azoles catalyzed by potassium tert-butoxide

A simple and efficient methodology for Markovnikov addition of azoles with vinyl acetate catalyzed by potassium tert-butoxide is described. N-heterocyclic compounds are synthesized from simple and commercially available starting materials under mild conditions in high yields.

Basic ionic liquid as catalysis and reaction medium: A novel and green protocol for the Markovnikov addition of N-heterocycles to vinyl esters, using a task-specific ionic liquid, [bmIm]OH

A basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide ([OmIm]OH), has been introduced as a catalyst and reaction medium for the Markovnikov addition of N-heterocycles to vinyl esters under mild conditions. The evidence for the role of this basic ion

Synthesis of N-vinylazoles from vinyl acetate without using mercury catalysts

N-Vinyl-substituted pyrazole, 3(5)-methylpyrazole, imidazole, and 1,2,4-triazole were synthesized by addition of the corresponding azoles to vinyl acetate under conditions of phase-transfer catalysis, followed by pyrolysis of N-(1-acetoxyethyl)azoles thus formed at 350-400°C in the presence of water.

A novel and highly efficient protocol for Markovnikov's addition using ionic liquid as catalytic green solvent

A novel and highly efficient protocol for Markovnikov's addition using ionic liquid as a catalytic green solvent is described. The strategy is especially useful in the synthesis of N-heterocycle derivatives with biological activity. This reaction widens l

Solvent-free aza-Markovnikov and aza-Michael additions promoted by a catalytic amount of imidazolide basic ionic liquids

A family of imidazolide ionic liquids were synthesized and characterized. These ionic liquids combined the virtues of strong basicity and relatively good thermal stability. Catalytic properties of these imidazolide ionic liquids were investigated and satisfactory yield was achieved when 2.0 mol % of [Bmim]Im was used as catalyst for aza-Markovnikov addition under solvent-free condition at room temperature in one hour. Experimental results show that a hydrogen bond is not formed between [Bmim]Im/imidazole and vinyl ester, and its existence is not necessary for the [Bmim]Im catalyzed aza-Markovnikov addition either. A possible mechanism for [Bmim]Im-catalyzed aza-Markovnikov addition was proposed. The use of imidazolide ionic liquids in aza-Michael addition was investigated as well.

Cinchona derivatives as sustainable and recyclable homogeneous organocatalysts for aza-Markovnikov addition

Three cinchona derivatives have shown remarkable activity to catalyze the aza-Markovnikov addition reaction of N-heterocycles to vinyl esters. The synthesis of aza-Markovnikov adducts possessing valuable biological activity was thoroughly optimized. By studying the ratio of the starting materials, bases and solvents, we achieved a new and efficient protocol, which could be performed under mild conditions with a small excess of vinyl ester affording products with excellent yields and high regioselectivity. This optimization reduced Sheldon's E-factor of the reaction by 42%. Furthermore, membrane separation for catalyst recycling was assessed to further improve the sustainability of the synthesis.

Promiscuous acylases-catalyzed Markovnikov addition of N-heterocycles to vinyl esters in organic media

Three acylases, including D-aminoacylase from Escherichia coli, acylase "Amano" from Aspergillus oryzae and immobilized penicillin G acylase from Escherichia coli have been found to possess novel activity to catalyze the Markovnikov addition reaction of N

D-aminoacylase-catalyzed Markovnikov addition of azoles to vinyl esters in organic solvents

A novel strategy to effect Markovnikov addition between azoles and vinyl esters was developed, in which a 'promiscuous' enzyme, D-aminoacylase from Escherichia coli, was utilized as the catalyst. The enzymatic Markovnikov addition is dependent on the orga