23868-11-3

Upstream product

• 91-40-7 2-(phenylamino)benzoic acid 
• 64-17-5 ethanol 
• 19263-30-0 3-phenyl-1,2,3-benzotriazin-4(3H)-one 
• 108-86-1 bromobenzene 
• 586-96-9 Nitrosobenzene 
• 825-60-5 benzimidic acid ethyl ester 
• 62-53-3 aniline 
• 100-47-0 benzonitrile 
• 930-68-7 cyclohexenone 
• 87-25-2 2-ethoxycarbonylaniline 
• 172217-04-8 α,α,α-trifluoro-o-diacetotoluidide 
• 103-84-4 Acetanilid 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 
• 172216-91-0 α,α,α-trifluoro-N-phenyl-o-acetotoluidide 

Downstream Products

• 25843-69-0 N-phenylanthranilic acid hydrazide 
• 23857-22-9 2-ethoxy-1-phenyl-2-thioxo-1,2-dihydro-2λ⁵-benzo[d][1,3,2]thiazaphosphinine-4-thione 
• 1026402-89-0 2-[(2-Ethoxycarbonyl-acetyl)-phenyl-amino]-benzoic acid ethyl ester 
• 494-19-9 9,10-dihydrodibenzazepine 
• 53044-24-9 N-Phenyl-o-(hydroxymethyl)aniline 
• 1446358-09-3 N-(2-(chloromethyl)phenyl)benzenamine 
• 1446358-11-7 2-(2-(phenylamino)phenyl)acetonitrile 
• 1194821-23-2 ethyl 2-(2-(phenylamino)phenyl)acetate 
• 1446358-14-0 ethyl 2-(2-(N-phenyl-N-tosylamino)phenyl)acetate 
• 1446358-16-2 1-(2-(N-phenyl-N-tosylamino)phenyl)-2-methylpropan-2-ol 
• 1446358-17-3 3-(2-(N-phenyl-N-tosylamino)benzyl)pentan-3-ol 
• 1446358-18-4 2-(2-(N-phenyl-N-tosylamino)phenyl)-1,1-diphenylethanol 
• 1446358-22-0 2-(2-(N-phenyl-N-tosylamino)phenyl)acetic acid 
• 21737-58-6 10,11-dihydro-5H-dibenzo[b,f]azepin-10-one 

Relevant academic research and scientific papers

Synthesis of 1H-Indazoles from Imidates and Nitrosobenzenes via Synergistic Rhodium/Copper Catalysis

Nitrosobenzenes have been used as a convenient aminating reagent for the efficient synthesis of 1H-indazoles via rhodium and copper catalyzed C-H activation and C-N/N-N coupling. The reaction occurred under redox-neutral conditions with high efficiency and functional group tolerance. Moreover, a rhodacyclic imidate complex has been identified as a key intermediate.

Friedel-crafts chemistry. Part 39. unprecedented facile route to the synthesis of benzo[b][1]benzazepines via intramolecular friedel-crafts cyclialkylations

A series of six pharmaceutically promising 5,6-dihydro-11H-benzo[b][1] benzazepine derivatives (1c-h) were cleanly prepared by Friedel-Crafts cyclialkylations of nitrogen-containing alkanols in the presence of AlCl3, 85% H2SO4 or polyphosphoric acid catalysts. The precursor alkanols (13a-f) were readily prepared by reaction of two synthesized carboxylic acid esters (12a, b) with different Grignard reagents. Also, two dibenzo[b,f]azepinones (15a, b) were prepared by Friedel-Crafts cycliacylation and reduced to the corresponding 5,6-dihydro-11H-benzo[b][1]benzazepines (1a, b). Overall, this approach allows easy and efficient access to polytricyclic amines from easily synthesized alkanols or cycloketones. A plausible carbocation mechanism is proposed to account for the results.

Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine

An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving high yields.

Fischer indolization of ethyl pyruvate 2-[2- (trifluoromethyl)phenyl]phenylhydrazone and new insight into the mechanism of the Goldberg reaction. (Fischer indolization and its related compounds. XXVI)

The Fischer indolization of ethyl pyruvate 2-[2- (trifluoromethyl)phenyl]phenylhydrazone (5) gave two indolic products, ethyl 7-(trifluoromethyl)-1-phenylindole-2-carboxylate (12) as a minor product and ethyl 1-[2-(trifluoromethyl)phenyl]indole-2-carboxylate (13) as a major product. This result shows that the Fischer indolization occurred on the more electron-rich phenyl group. In the Goldberg reaction to prepare 13 from ethyl indole-2-carboxylate (15) and o- (21) or m-bromo-α,α,α-trifluorotoluene (23), it was found that Goldberg reaction proceeds via a benzyne mechanism, at least in part, in a sterically crowded situation.