57327-73-8

Upstream product

• 100-47-0 benzonitrile 
• 95-53-4 o-toluidine 
• 14212-87-4 1,1-bis(N-morpholinyl)ethylene 
• 65033-69-4 N-chloro-N'-(2-methylphenyl)benzamidine 
• 88-72-2 1-methyl-2-nitrobenzene 
• 71-43-2 benzene 
• 615-37-2 ortho-methylphenyl iodide 
• 1670-14-0 benzamidine monohydrochloride 
• 55-21-0 benzamide 
• 16419-60-6 2-Methylphenylboronic acid 
• 618-39-3 benzamidin 

Downstream Products

• 3659-77-6 4-methyl-2-phenyl-1H-benzimidazole 
• 82635-81-2 2-{[(N¹-o-Tolyl-benzimidoyl)-amino]-methylene}-malonic acid diethyl ester 
• 89069-66-9 3-(2-methylphenyl)-2-phenyl-4(3H)-pyrimidinone 
• 1234804-48-8 adamantane-1,3-dicarboxylic acid bis(1-phenyl-1-o-tolylaminomethylideneamide) 
• 1321177-05-2 3,4-diphenyl-N-(o-tolyl)isoquinolin-1-amine 
• 106910-91-2 8-methyl-2,4-diphenylquinazoline 
• 85616-00-8 5-methyl-1-(4-methylphenyl)-3-phenyl-1λ⁴,2,4-benzothiadiazine 

Relevant academic research and scientific papers

Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites

A selective mono-N-arylation strategy of amidines under Chan-Lam conditions is described. During the reaction optimization phase, the isolation of a mononuclear Cu(II) complex provided unique mechanistic insight into the operation of Chan-Lam mono-N-arylation. The scope of the process is demonstrated, and then applied to access the first mono-N-arylated analogues of pentamidine. Sub-micromolar activity against kinetoplastid parasites was observed for several analogues with no cross-resistance in pentamidine and diminazene-resistant trypanosome strains and against Leishmania mexicana. A fluorescent mono-N-arylated pentamidine analogue revealed rapid cellular uptake, accumulating in parasite nuclei and the kinetoplasts. The DNA binding capability of the mono-N-arylated pentamidine series was confirmed by UV-melt measurements using AT-rich DNA. This work highlights the potential to use Chan-Lam mono-N-arylation to develop therapeutic leads against diamidine-resistant trypanosomiasis and leishmaniasis.

Calcium mediated efficient synthesis ofN-arylamidines from organic nitriles and amines

Amidines are a preeminent group of organic compounds having wide applications in various industries. Here, we have developed a simple one-step reaction protocol for the facile synthesis ofN-arylamidines catalysed by calcium bis(hexamethyldisilazide) [Ca{N

Acid-catalyzed synthesis of imidazole derivatives via N-phenylbenzimidamides and sulfoxonium ylides cyclization

A straightforward method to synthesize imidazole derivatives from amidines and sulfoxonium ylides catalyzed by acids is reported in this study. Specifically, catalyzed by trifluoroacetic acid in DCE solvents can improve synthesis efficiency under metal-fr

Transition-metal-free three-component reaction: Additive controlled synthesis of sulfonylated imidazoles

Two efficient transition-metal-free highly regioselective pathways for constructing sulfonylated imidazoles via three-component reactions of amidines, ynals, and sodium sulfonates have been developed. The generations of different sulfonylated imidazoles w

N-Heterocyclic carbene-catalyzed annulation of ynals with amidines: Access to 1,2,6-trisubstituted pyrimidin-4-ones

An N-heterocyclic carbene-catalyzed annulation of ynals and amidines has been reported to construct pyrimidin-4-ones. The protocol features a broad substrate scope and mild conditions. Furthermore, an oxidative strategy to catalytically generate ynal-deri

Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones

In the present study, a novel synthetic strategy to directly produce versatile 3-acylindoles through Rh(III)-catalyzed C-H activation and annulation cascade of N-phenylamidines with α-Cl ketones was developed, in which α-Cl ketones serve as unusual one-carbon (sp3) synthons. This strategy features high regioselectivity, efficiency, wide substrate tolerance, and mild reaction conditions, which further underscore its synthetic utility in drug molecule synthesis.

Iodine-Mediated Aryl C?H Amination for the Synthesis of Benzimidazoles and Pyrido[1,2-a]benzimidazoles

An intramolecular aryl C?H amination reaction has been achieved using molecular iodine as the sole oxidant for the synthesis of benzimidazole derivatives. The required substrates were readily prepared by addition or coupling of arylamines with the corresponding nitriles or aryl iodides. Iodine-mediated oxidative cyclization of these substrates in the presence of potassium carbonate (K2CO3) as base afforded the corresponding products in moderate to good yields. The transition metal-free protocol presented here is insensitive to air and operationally simple. This versatile and eco-friendly synthetic methodology is broadly applicable to a variety of N-aryl-substituted amidines and pyridin-2-amines, and provides direct access to both 1H-benzo[d]imidazole and pyrido[1,2-a]benzimidazole derivatives from the corresponding precursors. (Figure presented.).

Direct Access to 1,3,5-Trisubstituted 1 H -1,2,4-Triazoles from N -Phenylbenzamidines via Copper-Catalyzed Diamination of Aryl Nitriles

A copper-catalyzed formation of C-N/N-N bonds using N-phenylbenzamidines with aryl nitriles has been developed and affords a route to 1,3,5-trisubstituted 1H-1,2,4-triazoles in moderate to excellent yields. The method is operationally simple and environme

Copper-catalyzed oxidative diamination of terminal alkynes by amidines: Synthesis of 1,2,4-trisubstituted imidazoles

An efficient copper-catalyzed synthesis of 1,2,4-trisubstituted imidazoles using amidines and terminal alkynes has been developed. Overall, the oxidative process, which involves Na2CO3, pyridine, a catalytic amount of CuCl2/sub