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Upstream product

• 504-29-0 2-aminopyridine 
• 934-94-1 1-bromo-4-bromoethynyl-benzene 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 1453089-73-0 phenyl(4'-bromophenylethynyl)iodonium trifluoroacetate 
• 99-73-0 para-bromophenacyl bromide 
• 3156-37-4 (E)-1-bromo-4-(2-nitrovinyl)benzene 
• 89108-50-9 1-(1-azidovinyl)-4-bromobenzene 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 109-09-1 2-chloropyridine 
• 17631-26-4 3-(4-bromophenyl)-2H-azirine 
• 17175-39-2 N,N-dimethyl-N'-pyridin-2-yl-formamidine 
• 27200-79-9 p-bromophenylacetaldehyde 

Relevant academic research and scientific papers

Synthesis of Imidazo[1,2- a]pyridines: Triflic Anhydride-Mediated Annulation of 2 H-Azirines with 2-Chloropyridines

The discovery and optimization of a reaction between 2-chloropyridines and 2H-azirines producing imidazo[1,2-a]pyridines is described. The treatment of 2H-azirines with triflic anhydride (Tf2O) forms an electrophilic 1-trifloyl-aziridin-2-yl triflate spec

Facile synthesis of 3-substituted imidazo[1,2-: A] pyridines through formimidamide chemistry

A facile entry to 3-aryl/alkenyl/alkynyl substituted imidazo[1,2-a]pyridines (3a-p, 6a-d & 9a-9e) has been developed from readily available benzyl/allyl/propargyl halides and 2-amino pyridines as substrates via formimidamide chemistry that is devoid of caustic or expensive reagents, such as transition metal complexes. Quantum chemical calculations performed to understand the underlying mechanism of the transformation revealed a preference for intramolecular Mannich-type addition over pericyclic 1,5-electrocyclization for the systems reported herein that enable a Baldwin allowed 5-exo-trig cyclization instead of a formally anti-Baldwin 5-endo-trig process.

Metal-free, base catalyzed oxidative amination and denitration reaction: Regioselective synthesis of 3-arylimidazo[1,2-a]pyridines

A metal-free, regioselective strategy for the synthesis of 3-arylimidazo[1,2-a]pyridines from β-nitrostyrenes and 2-aminopyridines using triethylamine as the catalyst and H2O2 (30% aq.) as the oxidant is reported. The use of an inexp

Metal- and base-free synthesis of imidazo[1,2-: A] pyridines through elemental sulfur-initiated oxidative annulation of 2-aminopyridines and aldehydes

The elemental sulfur-promoted oxidative cyclization reaction for the efficient synthesis of substituted imidazo[1,2-a]pyridines has been developed. Easily available 2-aminopyridines and aldehydes were directly assembled in a highly atom-economical fashion through oxidative annulation under metal- and base-free conditions. Besides arylacetaldehydes, aliphatic aldehydes were also compatible with this system to deliver the alkyl-substituted imidazo[1,2-a]pyridines in excellent yields with the capability of gram-scale synthesis.

Synthesis and characterization of fluconazole-functionalized magnetic nanoparticles as a catalyst for the synthesis of 3-aryl and 3-amino-imidazo[1,2-a]pyridines

Fluconazole was successfully immobilized on the surface of chloropropyl-modified Fe3O4-SiO2 core-shell nanoparticles and was found to exhibit unique catalytic activity for the synthesis of 3-aryl-imidazo[1,2-a]pyridines in water. This catalyst also showed great activity in a multi-component reaction for the synthesis of 3-amino-imidazo[1,2-a]pyridines under solvent-free conditions. The magnetically-recoverable catalyst was found to be capable of repeated reuse without significant loss of activity.

Unprecedented regiochemical control in the formation of aryl[1,2-a]imidazopyridines from alkynyliodonium salts: Mechanistic insights

Aryl(alkynyl)iodonium salts have been demonstrated to be valuable precursors to a diverse range of heteroaromatic ring systems including aryl[1,2-a]imidazopyridines. Successful application, using the recently described aryl(alkynyl)iodonium trifluoroacetate salts, is described, highlighting for the first time that the regioselectivity of this process is both counter-ion and concentration dependent. Studies with a carbon-13 labelled substrate established that the reactions of alkynyliodonium salts are highly complex and that multiple mechanistic processes appear to be underway simultaneously.

Regioselective synthesis of 2- and 3-substituted imidazo[1,2-a]pyridines

A range of 2- or 3-substituted imidazo[1,2-a]pyridines were prepared from 2-aminopyridine derivatives and gemdibromovinyl compounds by the tandem nucleophilic substitution (or nucleophilic addition)/cyclisation reaction.

Synthesis of 3-arylimidazo[1,2-a]pyridines by a catalyst-free cascade process

A simple and efficient protocol to synthesize 3-arylimidazo[1,2-a]pyridines by a catalyst-free cascade process from 2-aminopyridine and 1-bromo-2-phenylacetylene or 1,1-dibromo-2-phenylethene in yields up to 86% is described. Georg Thieme Verlag Stuttgart ? New York.