99369-23-0

Upstream product

• 4238-71-5 1-benzylimidazole 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 620-05-3 iodomethylbenzene 
• 288-32-4 1H-imidazole 
• 19816-85-4 N'-(1,2-diphenylethylidene)-4-methylbenzenesulfonohydrazide 
• 451-40-1 phenyl benzyl ketone 

Downstream Products

• 99369-24-1 1-(1,2-Diphenyl-ethyl)-1H-imidazole; compound with naphthalene-1,5-disulfonic acid 

Relevant academic research and scientific papers

Copper acetoacetonate [Cu(acac)2]/BINAP-promoted Csp 3-N bond formation via reductive coupling of N-tosylhydrazones with anilines

We report the the copper(II) acetoacetonate [Cu(acac)2]/BINAP- catalyzed synthesis of arylamines from N-tosylhydrazones and anilines. A fine tuning of the reaction conditions was required to accomplish the cross-coupling successfully, including the ligands effect and the addition of small amounts of water. The characteristic feature of this protocol is its functional group compatibility and its chemoselectivity when various aminophenol derivatives were used. Taking into consideration the interest for this copper-reductive coupling in which no stoichiometric metal hydride reagent is employed, this can be considered as an alternative to the conventional reductive amination.

Lithiation of 1-Benzylimidazole. A Hypothesis on the Regioselectivity of the Electrophilic Attacks on the Lithiated Species

Sequential lithiations of 1-benzylimidazole, 1, and of 1-benzyl-1,2,4-triazole,2, followed by treatment with electrophiles others than alkyl halides result in reactions at C-2.However, benzyl halides and, to a certain extent, iodomethane react at the N-benzyl carbon atom.An explanatory hypothesis based on steric ortho effects is advanced.