7118-59-4

Upstream product

• 140-29-4 phenylacetonitrile 
• 62-53-3 aniline 
• 142-04-1 aniline hydrochloride 
• 645-54-5 2-phenylthioacetamide 
• 98-95-3 nitrobenzene 
• 103-81-1 Benzeneacetamide 
• 71-43-2 benzene 
• 622-37-7 Phenyl azide 
• 4971-77-1 ethyl 2-phenylethanimidoate 

Downstream Products

• 621-72-7 2-benzylbenzimidazole 
• 621-06-7 2,N-diphenylacetamide 
• 24711-18-0 N-hydroxy-2,N'-diphenyl-acetamidine 
• 14072-62-9 N-(2-phenylacetyl)benzamide 
• 74115-71-2 2-Amino-4-(4-chloro-phenyl)-6-imino-1,5-diphenyl-1,6-dihydro-pyridine-3-carbonitrile 
• 85739-22-6 N-(N,2-diphenylacetimidoyl)-S,S-dimorpholinosulphimide 
• 300398-28-1 2-benzyl-1-p-toluenesulfonylbenzimidazole 
• 163455-72-9 2-benzyl-1H-indole-3-carboxylic acid ethyl ester 
• 4765-56-4 glycosminine 
• 74115-86-9 6-Amino-4-(2-methoxy-phenyl)-5-phenyl-2-phenylamino-nicotinonitrile 
• 74115-82-5 6-Amino-4-naphthalen-2-yl-5-phenyl-2-phenylamino-nicotinonitrile 
• 74115-81-4 6-Amino-4-(4-chloro-phenyl)-5-phenyl-2-phenylamino-nicotinonitrile 
• 74115-83-6 6-Amino-5-phenyl-2-phenylamino-4-p-tolyl-nicotinonitrile 

Relevant academic research and scientific papers

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.

An efficient protocol for the preparation of amides by copper-catalyzed reactions between nitriles and amines in water

The reactions between nitriles and amines catalyzed by Cu(OAc)2 and 2-piperidinecarboxylic acid were carried out in pure water without any other additives. A variety of substituted amides can be obtained in moderate to good yields up to 90%.

Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines

A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp2)-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved. Copyright

Samarium diiodide induced reductive coupling of nitriles with azides

A series of amidine derivatives were synthesized via the intermolecular reductive coupling of nitriles with azides induced by samarium diiodide in good yields under mild and neutral conditions.

Samarium(II) iodide induced reductive coupling of nitriles with nitro compounds

The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by SmI2 was studied. Amidines and 2-aminoquinoline derivatives are prepared in good yields under neutral and mild conditions respectively.

Facile Synthesis of Amidines via the Intermolecular Reductive Coupling of Nitriles with Nitro Compounds Induced by Samarium(II) Iodide

The intermolecular reductive coupling of nitriles with nitro compounds induced by Sml2 was studied; amidine derivatives are prepared in good yields under neutral and mild conditions.

Low-valent titanium induced reductive coupling of nitriles with nitro compounds

The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by a low-valent titanium reagent prepared from TiCl4/Sm was studied. Amidines and 2-aminoquinolines derivatives are prepared in good yields under mild conditions respectively.

Oxidative rearrangement and cyclisation of N-substituted amidines using iodine(III) reagents and the influence of leaving group on mode of reaction

The products of reaction of N-substituted amidines 5 with hypervalent iodine reagents such as (diacetoxyiodo)benzene (DAIB), bis(trifluoroacetoxy)iodobenzene (BFIB) and [methoxy(tosyloxy)-iodo]benzene (MTIB) are determined by the reagent, the amidine substituents and the reaction temperature. C-Alkyl-N-arylamidines 5a-d cyclise in high yield giving benzimidazoles 6 but C,N-dialkyl- and C,N-diaryl-amidines 5e-l rearrange to give products derived from an intermediate carbodiimide. Use of N2-phenylfuran-2-carboximidamide 5j leads to N-(2-furyl)acetamide 15 in good yield, illustrating a convenient route to stable derivatives of highly unstable 2-aminofuran. The rearrangement of C,N-diarylamidines on reaction with DAIB contrasts with the observed formation of benzimidazole when the same precursors are treated with lead tetraacetate (LTA). Evidence is presented to support the view that the mode of reaction is determined by the nature of the leaving group in an imide intermediate 19: very good leaving groups [e.g. PhI, N2, AgCl and PhSO2O- (aq.)] appear to favour rearrangement whereas poorer leaving groups [e.g. Cl-, Me2S, Me3N and PhSO2O- (non-aq.)] favour cyclo-α-elimination.

Low-valent titanium induced reductive coupling of nitriles with nitro compounds

The intermolecular and intramolecular coupling of a cyano group with a nitro group induced by a low-valent titanium reagent prepared from titanium tetrachloride and zinc powder was studied.