1338248-76-2

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 32687-32-4 3-(4-methoxyphenyl)-2H-azirine 
• 34910-42-4 1-(1-azidovinyl)-4-methoxybenzene 
• 637-69-4 4-Methoxystyrene 
• 274-87-3 tetrazolo[1,5-a]pyridine 
• 768-60-5 4-methoxyphenylacetylen 
• 696-62-8 para-iodoanisole 
• 623-12-1 4-chloromethoxybenzene 
• 6200-60-8 imidazo[1,2-a]pyridine-3-carboxylic acid 
• 100-66-3 methoxybenzene 
• 504-29-0 2-aminopyridine 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 

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

Cobalt-Catalyzed Direct Arylation of Imidazo[1,2-a]pyridine with Aryl Iodides

The Co(II)Cl2·6H2O catalyzed C–H activation/direct arylation of imidazo[1,2-a]pyridine with aryl/heteroaryl iodide is reported. The cost effective, ligand and additive free protocol using KOAc successfully afforded 3-arylimidazo[1,2-

Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation

A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates.

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.

A tridentate CNO-donor palladium(II) complex as efficient catalyst for direct C―H arylation: Application in preparation of imidazole-based push–pull chromophores

A series of imidazolium chlorides for the formation of tridentate CNO-donor palladium(II) complexes featuring N-heterocyclic carbene moieties have been developed from cheap and readily available starting materials with high yields. Their palladium complex

Exploring Green Solvents Associated to Pd/C as Heterogeneous Catalyst for Direct Arylation of Heteroaromatics with Aryl Bromides

Metal residues are certainly one of the major sources of contamination of products in metal-catalyzed direct arylation reactions. We found that the use of only 1 mol% of the heterogeneous catalyst Pd/C promotes very efficiently the direct arylations of most heteroaromatics. In the presence of this catalyst and potassium acetate as the base, the direct arylation of thiophenes, furans, pyrroles, thiazoles, imidazoles or isoxazoles, using aryl bromides as coupling partners, proceeds highly regioselectively and in moderate to very high yields. With several heteroarenes both electron-deficient and electron-rich aryl bromides were tolerated; moreover, with the most reactive heteroarenes, the Pd/C catalyst tolerated green solvents such as diethyl carbonate, 3-methylbutan-1-ol and pentan-1-ol, affording a synthetic scheme with low environmental impact. (Figure presented.).

An arylation method for imidazo[1,2-a]pyridine

An arylation method for imidazo[1,2-a]pyridine is provided. Under nitrogen protection, the imidazo[1,2-a]pyridine shown as a formula (1), an aryl/heterocyclic aryl chloride shown as a formula (2), a catalyst that is a N-heterocyclic carbene-palladium complex, an alkaline compound and a reaction solvent are mixed and reacted at 80-150 DEG C for 12-24 h, and then a reaction solution is subjected to after-treatment to obtain a product that is arylated imidazo[1,2-a]pyridine shown as a formula (3). A novel catalyst system is developed. The catalyst is stable and easily available, and can allow the stable and cheap aryl/heterocyclic aryl chlorides to participate a reaction. The method has advantages of simple reaction operation, a low cost, a high product yield, high purity, and the like, is a novel method for synthesizing arylated imidazo[1,2-a]pyridine compounds, provides a novel route for synthesis of the compounds, and has good research value and a good industrial application prospect.

N-Heterocyclic carbene-palladium(ii)-1-methylimidazole complex catalyzed direct C-H bond arylation of imidazo[1,2-a]pyridines with aryl chlorides

We herein reported the N-heterocyclic carbene-palladium(ii)-1-methylimidazole complex catalyzed direct C-H bond arylation of imidazo[1,2-a]pyridines with aryl chlorides. Under suitable conditions, all reactions between various imidazo[1,2-a]pyridines and

Ligand-free Pd-catalysed decarboxylative arylation of imidazo[1,2-: A] pyridine-3-carboxylic acids with aryl bromides

A facile ligand-free method for Pd(OAc)2 catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with hetero(aryl) bromides has been developed. This method is applicable to a variety of (hetero)aryl bromides as coupling partners. Electron withdrawing and donating groups on imidazo[1,2-a]pyridine-3-carboxylic acids are well tolerated. It represents the first general protocol for ligand-free Pd(OAc)2 catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with (hetero)aryl halides. A few of the compounds synthesized using this protocol showed antibacterial activity against Staphylococcus aureus.