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Upstream product

• 504-29-0 2-aminopyridine 
• 274-76-0 imidazo[1,2-a]pyridine 
• 100-66-3 methoxybenzene 
• 766-85-8 3-methoxy-1-iodobenzene 
• 2398-37-0 3-methoxyphenyl bromide 
• 109-04-6 2-bromo-pyridine 
• 274-87-3 tetrazolo[1,5-a]pyridine 
• 768-70-7 1-ethynyl-3-methoxybenzene 
• 942070-78-2 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 52200-03-0 3-methoxyphenyl methanesulfonate 
• 3899-92-1 3-methoxyphenyl 4-methylbenzenesulfonate 
• 6200-60-8 imidazo[1,2-a]pyridine-3-carboxylic acid 
• 253684-23-0 1,1-dibromo-2-(3-methoxyphenyl)ethene 

Relevant academic research and scientific papers

C-H Activation/Metalation Approaches for the Synthesis of Indolizine Derivatives

The C–H borylation of indolizines has not previously been reported. In this communication, we describe our preliminary efforts to apply this chemistry to this scaffold and contrast this approach to directed metalation. Through these methodologies, it was possible obtain a library of substituted indolizines functionalized on both the pyridinic and pyrrole rings.

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.

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

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

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.

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.

Pd-catalyzed oxidative cross-coupling of imidazo[1,2-a]pyridine with arenes

A facile method for direct Pd(OAc)2-catalyzed oxidative cross-coupling of unactivated imidazo[1,2-a]pyridine with simple arenes has been developed. The reaction shows good reaction efficiency, high regioselectivity, and good functional-group compatibility. This approach provides a useful protocol for the preparation of imidazo[1,2-a]pyridine-arene structure of interest in biological and pharmaceutical materials.