52159-88-3

Upstream product

• 1089690-04-9 2-benzyl-1-benzylidene-2-m-tolylhydrazine 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 100-39-0 benzyl bromide 
• 62698-28-6 benzaldehyde m-tolylhydrazone 
• 1402938-82-2 (Z)-N-(2-chloro-6-methylphenyl)benzimidoyl chloride 
• 100-46-9 benzylamine 
• 10286-86-9 N-(2-chloro-6-methylphenyl)benzamide 
• 98-88-4 benzoyl chloride 
• 87-63-8 2-chloro-6-methylaniline 
• 100-44-7 benzyl chloride 
• 2687-25-4 3-methyl-1,2-benzenediamine 

Relevant academic research and scientific papers

Synthesis of 1,2-disubstituted benzimidazoles through DDQ-oxidized intramolecular dehydrogenative coupling of N,N′-dialkyl o-phenylenediamines

The synthetic methodology of 1,2-disubstituted benzimidazoles has been developed, which starts from N,N′-dialkyl o-phenylenediamines via intramolecular dehydrogenative coupling under the oxidation of DDQ with mild conditions. Through detailed optimization of reaction conditions, only DDQ was found essential without any additives to reach to the highest yield of 99%. In the cases of linear aliphatic substituents, the synthesis of 1-alkyl-2-phenylbenzimidazoles showed high selectivities and their structures were identified by 2D NMR COSY correlation analysis. A plausible mechanism was proposed to interpret the observed reactivities and selectivities.

Palladium-catalyzed synthesis of benzimidazoles and quinazolinones from common precursors

N-(o-Halophenyl)imidoyl chlorides and the corresponding imidates are easily prepared and can be utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.