19278-31-0

Upstream product

• 591-50-4 iodobenzene 
• 52179-66-5 1,2-diphenylimidazole 
• 819047-38-6 2-bromo-1,5-diphenyl-1H-imidazole 
• 98-80-6 phenylboronic acid 
• 7164-98-9 1-phenylimidazole 
• 122-78-1 phenylacetaldehyde 
• 1527-91-9 N-phenylbenzamidine 
• 538-51-2 benzylidene phenylamine 
• 7654-06-0 3-phenyl-2H-azirine 
• 39166-25-1 (E)-N-(2-phenylethenyl)morpholine 
• 670-96-2 2-Phenylimidazole 
• 16709-73-2 1,5-diphenyl-1,2-dihydroimidazol-2-one 
• 61416-50-0 N-Phenylcarbamoyl-α-aminoacetophenone 
• 3282-32-4 2-diazo-acetophenone 

Relevant academic research and scientific papers

I2/TBPB mediated oxidative reaction of aryl acetaldehydes with amidines: Synthesis of 1,2,5-triaryl-1H-imidazoles

A direct method for the synthesis of 1,2,5-triaryl-1H-imidazoles was achieved easily from cyclization of aryl acetaldehydes with amidines catalyzed by I2. Various substitued groups can be employed, and this reaction proceeds smoothly in moderate to good yields.

Ambivalent role of metal chlorides in ring opening reactions of 2H-azirines: Synthesis of imidazoles, pyrroles and pyrrolinones

2H-Azirines were found to react with imines, enaminones and enaminoesters in the presence of metal salts. Imidazoles, pyrroles and new pyrrolinones derivatives are isolated in good overall yields. The role of metal salts was investigated as they can act as Lewis acids or electron donors. Mechanisms are proposed suggesting that imidazoles arise from addition of azirine to imines via radical or ionic mechanism; pyrroles and pyrrolinones are obtained from azirines with enamino derivatives when the salt acts as a Lewis acid. In the latter case the properties of the metallic compound influence the reaction regioselectivity.

Regiocontrolled synthesis of 1,2-diaryl-1H-imidazoles by palladium- and copper-mediated direct coupling of 1-aryl-1H-imidazoles with aryl halides under ligandless conditions

A large variety of 1,2-diaryl-1H-imidazoles, including a selective COX-2 inhibitor, have been regioselectively synthesised in moderate to high yields by direct coupling of 1-aryl-1H-imidazoles with aryl iodides or bromides in DMF in the presence of CsF an

Regioselective synthesis of 1,5-diaryl-1H-imidazoles by palladium-catalyzed direct arylation of 1-aryl-1H-imidazoles

A variety of 1,5-diaryl-1H-imidazoles have been regioselectively synthesized by direct coupling of 1-aryl-1H-imidazoles with aryl iodides or bromides in DMF in the presence of CsF as the base and a catalyst precursor consisting of a mixture of Pd(OAc)sub

N-H insertion reactions of primary ureas: The synthesis of highly substituted imidazolones and imidazoles from diazocarbonyls

Primary ureas have been used as substrates in rhodium-catalyzed N-H insertion reactions with an array of diazocarbonyls. The insertion reaction is efficient and gives excellent selectivity and yields. The products from the insertion reaction with diazoket

Diversity synthesis via C-H bond functionalization: Concept-guided development of new C-arylation methods for imidazoles

Herein, we have formulated the concept of systematic derivatization of a structural motif via C-H bond functionalization. This concept may not only serve as a blueprint for new strategies in diversity synthesis but also provide systematic guidance for the

Novel and convenient routes to substituted pyrroles and imidazoles

S-Methyl N-(benzotriazol-1-ylmethyl)thioimidate 6 is obtained by lithiation of the corresponding N-(benzotriazol-1-ylmethyl)thioamide 5 and subsequent reaction with methyl iodide. Derivative 6 undergoes [2+3] cycloaddition reactions with α,β-unsaturated -esters, -ketones and -nitriles, and vinylpyridines which are followed by elimination of benzotriazole and the thioalkoxy group, to give 2,3,4-trisubstituted pyrroles. Lithiation of 6 followed by reactions with imines gives cyclized 4,5-dihydroimidazoles 14 which upon further treatment with ZnBr2 or direct refluxing in toluene yield the 1,2,5-trisubstituted imidazoles 15 in good yields.

Electrochemical Cyclization of 1-Phenyl-2(-1'-chlorophenyl)-substituted Five-membered Nitrogen Heterocycles. Application to the Synthesis of Phenanthridines

Pyrrolophenanthridine (compound 4), 3-phenylimidazophenanthridine 8, tetrazolophenanthridine 11 and benzotetrazolophenanthridine 12 have been prepared using an electrochemical cyclizatin procedure.Treatment of the imidazophenanthridine with singlet oxygen yields a phenanthridone by degradation of the heterocyclic system.Lithium aluminium hydride reduction of the tetrazolophenanthridines yields the phenanthridine.