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Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 13329-40-3 4-Iodoacetophenone 

Downstream Products

• 1050196-65-0 C₂₁H₁₄ClN₃O 
• 1050196-81-0 C₂₂H₁₇N₃O₂ 
• 1184924-19-3 1-(4-(1H-benzo[d][1,2,3] triazol-1-yl)-phenyl)-3-(4-chlorophenyl)-prop-2-en-1-one 
• 1393645-60-7 1-(4-(benzotriazole-1-yl)phenyl)-3-(2,4-dimethoxyphenyl)prop-2-en-1-one 
• 1393645-66-3 C₂₃H₁₉N₃O₃ 
• 1393645-73-2 C₂₃H₁₉N₃O₃ 
• 1393645-76-5 C₂₄H₂₁N₃O₄ 

Relevant academic research and scientific papers

Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles

This paper details the copper-catalyzed N-arylation of π-excessive nitrogen heterocycles. The coupling of either aryl iodides or aryl bromides with common nitrogen heterocycles (pyrroles, pyrazoles, indazoles, imidazoles, and triazoles) was successfully performed in good yield with catalysts derived from diamine ligands and CuI. General conditions were found that tolerate functional groups such as aldehydes, ketones, alcohols, primary amines, and nitriles on the aryl halide or heterocycle. Hindered aryl halides or heterocycles were also found to be suitable substrates using the conditions reported herein.

Cu(OAc)2·H2O-catalyzed N-arylation of nitrogen-containing heterocycles

In the absence of any additional ligands, the efficient N-arylation of nitrogen-containing heterocycles with aryl iodides catalyzed by relative low catalyst amount of Cu(OAc)2·H2O was developed. This simple catalytic system is involved in the C-N cross-coupling reaction and works for a variety of pyrazole, pyrrole, imidazole, triazole, indole, benzoimidazole, benzotriazole, carbazole, and anilines as well as aryl iodides with different electronic properties. Highly efficient copper(II)-catalyzed N-arylation protocol was established.

Pd- and Cu-catalyzed selective arylation of benzotriazole

Palladium(0)-catalyzed arylation of 1H-1,2,3-benzotriazole (BTA) in DMF at 150°C in the presence of copper salt with arylhalides proceeds regioselectively at N-1 position. Best result has been obtained with the PdCl2(dppe) as catalyst and the Cu(II) phenylcyclopropylcarboxylate as co- catalyst.