59182-08-0

Upstream product

• 504-29-0 2-aminopyridine 
• 131356-52-0 2,2-dibromo-1-(4-cyanophenyl)ethene 
• 274-76-0 imidazo[1,2-a]pyridine 
• 138373-10-1 4-cyanophenyl mesylate 
• 36800-95-0 p-cyanophenyl p-toluenesulfonate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 6200-60-8 imidazo[1,2-a]pyridine-3-carboxylic acid 

Relevant academic research and scientific papers

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.).

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.

Regioselective direct c-3 arylation of imidazo[1,2- a ]pyridines with aryl tosylates and mesylates promoted by palladium-phosphine complexes

Direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylates has been accomplished by employing palladium(II) acetate associated with SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) or L1 (2-(2-(diisopropylphosphino)phenyl)-1-methyl-1H-indole). This catalyst system can be applied to a wide range of aryl sulfonates and shows excellent C-3 regioselectivity of imidazo[1,2-a]pyridine. These results represent the first examples of using tosylate- and mesylate-functionalized arenes as the electrophile partners for this regioselective direct arylation.

Direct catalytic C-H arylation of imidazo[1,2-a]pyridine with aryl bromides using magnetically recyclable Pd-Fe3O4 nanoparticles

The direct C-H arylation of a heteroarene with aryl bromides has been achieved under the catalysis of magnetic nanoparticles. In the presence of bimetallic Pd-Fe3O4 heterodimer nanocrystals (1 mol % in palladium), the reaction of imi

Phosphine-free palladium-catalyzed direct arylation of imidazo[1,2-a] pyridines with aryl bromides at low catalyst loading

Ligand-free Pd(OAc)2 was found to catalyze very efficiently the direct arylation of imidazo[1,2-a]pyridines at C3 under very low catalyst concentration. The reaction can be performed employing as little as 0.1-0.01 mol % catalyst with electron-

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.

Pd(0)-catalyzed decarboxylative coupling and tandem C-H arylation/decarboxylation for the synthesis of heteroaromatic biaryls

An effective Pd(0) carbene complex was successfully employed in the decarboxylative coupling of the heteroaromatic carboxylic acids (imidazo[1,2-a]pyridine and isoxazole) with aryl halides. For carboxyindoles, either decarboxylative coupling or tandem C-H arylation and decarboxylation occurred, leading to the formation of C2-monoarylated indoles.