1414949-17-9

Upstream product

• 1679-18-1 4-Chlorophenylboronic acid 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 70-11-1 α-bromoacetophenone 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 
• 933-69-7 5-methylimidazo[1,2-a]pyridine 
• 106-39-8 bromochlorobenzene 

Relevant academic research and scientific papers

An insight into the novel covalent functionalization of multi-wall carbon nanotubes with pseudopeptide backbones for palladium nanoparticles immobilization: A versatile catalyst towards diverse cross-coupling reactions in bio-based solvents

Materials functionalization with multicomponent reactions (MCRs) has grabbed a lot of attention nowadays due to the integration of outstanding features of MCRs with materials domains. Herein, we put the spotlight on the isocyanides and Meldrum's acid-based MCRs route for the one-pot covalent functionalization of multi-wall carbon nanotubes (MWCNTs) which led to pseudopeptide-decorated MWCNTs with the ability to immobilized palladium nanoparticles and serve as a neoteric catalytic system. Characterization of the synthesized nanocatalyst was carried out by FT-IR, 1H NMR, XRD, SEM, TEM, EDX and TGA. The catalytic activities of the nanocatalyst for diverse carbon-carbon cross-coupling reactions were examined in bio-based solvents. The results showed the catalytic performance of the nanocatalyst for the formation of Csp2-Csp2, Csp-Csp2 and Csp-Csp bonds through homocoupling and intermolecular Ullmann, C[sbnd]H arylation, Mizoroki-Heck, Sonogashira and Glaser coupling reactions with considerable improvements in the yield, reaction times, bio-based media and chemoselectivity of the procedures. Additionally, this method demonstrated a high potential for recycling of heterogeneous catalysts by maintaining their initial performances without any evidence of the Pd leaching.

Metal-free C-H arylation of imidazoheterocycles with aryl hydrazines

A simple and efficient metal-free arylation of imidazo[1,2-a]pyridines at the C-3 position with arylhydrazine has been achieved at room temperature under ambient air conditions. Various 2,3-disubstituted imidazopyridines and imidazothiazoles were synthesized with high yields. The present methodology demonstrates the usefulness of commercially available aryl hydrazine as an arylating agent.

Aerobic and Efficient Direct Arylation of Five-Membered Heteroarenes and Their Benzocondensed Derivatives with Aryl Bromides by Bulky α-Hydroxyimine Palladium Complexes

In the present work, a series of α-hydroxyimine palladium complexes with bulky substituents (i.e., {[Ar-N=C(R)-C(R)2-OH]PdCl2} (C1, R = Me, Ar = 2-diphenylmethyl-4,6-dimethylphenyl; C2, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-methylphenyl; C3, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-methyoxylphenyl; C4, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-chlorophenyl; C5, R = Ph, Ar = 2,6-dimethylphenyl; C6, R = Ph, Ar = 2,6-diisopropylphenyl)) were synthesized and characterized. The structures of palladium complexes C1 and C2 were determined by X-ray diffraction. These bidentate N,O-palladium complexes were applied for direct arylation under aerobic conditions. The effects of the reaction conditions and ligand substitution on the catalytic activity were evaluated. Upon a low palladium loading of 0.5 mol %, the bulky palladium complex C6 was successfully used to catalyze the cross-coupling of a variety of five-membered heteroarenes and their benzo-condensed derivatives with (hetero)aryl bromides. The mechanistic investigation on the direct arylation supported the involvement of a Pd(0)/Pd(II) CMD process.

Highly regioselective palladium-catalyzed direct cross-coupling of imidazo[1,2-a]pyridines with arylboronic acids

A highly regioselective method for the palladium-catalyzed direct cross-coupling of imidazo[1,2-a]pyridines with arylboronic acids has been developed by using O2 as oxidant. This process can be applied to a wide range of imidazo[1,2-a]pyridines and arylboronic acids with excellent C-3-regioselectivity. It provides a new way for developing CC bond-forming processes of multisubstituted imidazo[1,2-a]pyridines, which are common structural motifs in natural products and pharmaceuticals.

Rhodium-catalyzed highly regioselective C-H arylation of imidazo[1,2-a]pyridines with aryl halides and triflates

A convenient Rh-catalyzed C-H arylation of imidazo[1,2-a]pyridines with a variety of aryl halides or triflates has been reported. This process afforded a range of biaryl compounds in excellent yields and showed high activity and broad scope.