31410-00-1

Usage

Class

Imidazoles (heterocyclic compounds with a five-membered ring and two nitrogen atoms)

Uses

Synthesis of pharmaceuticals, agrochemicals, and various industrial applications

Handling precautions

May pose health hazards if not properly managed

Upstream product

• 288-32-4 1H-imidazole 
• 4894-61-5 trans-but-2-enyl chloride 
• 598-32-3 2-hydroxy-3-butene 
• 6117-91-5 (E/Z)-2-buten-1-ol 
• 104208-01-7 N-<(E)-2-butenyloxycarbonyl>imidazole 

Relevant academic research and scientific papers

Palladium-Catalyzed Dehydrative Cross-Coupling of Allylic Alcohols and N-Heterocycles Promoted by a Bicyclic Bridgehead Phosphoramidite Ligand and an Acid Additive

A mild and efficient dehydrative cross-coupling reaction between allylic alcohols and N-heterocycles using palladium catalysis is reported. A bicyclic bridgehead phosphoramidite (briphos) ligand together with Pd(dba)2 is a highly efficient catalyst, and an acid additive involved in the rate-determining step promotes the catalytic cycle. The coupling reaction of allylic alcohols with N-heterocycles including imidazoles, benzimidazoles, and triazole proceeds under mild reaction conditions with high yields using Pd/briphos and pentafluorophenol.

On the reactivity of imidazole carbamates and ureas and their use as esterification and amidation reagents

The optimization, substrate scope, and mechanism of esterification and amidation of carboxylic acids mediated by imidazole-based reagents are discussed. The innate reactivity of carbonylimidazole reagents with a range of nucleophiles is also explored. New reagents developed for the synthesis of α,β-unsaturated esters are described, as are reagents for the preparation of tertiary amides directly from carboxylic acids.

3-Imidazolium cephalosporin derivatives

A cephalosporin compound substituted by imidazolium ring in 3-position of cephem having the following formula (I), and pharmaceutically acceptable salt thereof, STR1 wherein R1 is an organic residue known in β-lactam antibiotics, R2 is hydrogen atom or methoxy, n is 0 or 1, A is a nitrogen-containing group constituting imidazolium ring, is useful as an agent for preventing and treating bacterial infections.

Pharmaceutically active imidazole derivatives

The invention relates to a class of imidazoles substituted by cycloalkyl or cycloalkenyl which have pharmacological properties making them useful in medicine, in particular in the prophylaxis and treatment of thrombo-embolic disorders.