471910-31-3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 3357-31-1 4-methyl-3-phenyl-4H-1,2,4-triazole 
• 108-86-1 bromobenzene 
• 1417450-01-1 5-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazole 
• 1417450-00-0 5-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazole 
• 100-07-2 4-methoxy-benzoyl chloride 
• 613-94-5 benzoic acid hydrazide 
• 6781-59-5 1-benzoyl-2-(4-methoxybenzoyl)hydrazine 
• 74-89-5 methylamine 

Relevant academic research and scientific papers

C-H bonds as ubiquitous functionality: Preparation of multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation

We describe a general approach for the synthesis of complex aryl 1,2,4-triazoles. The electronic character of the C-H bonds and the triazole ring allows for the regioselective C-H arylation of 1-alkyl- and 4-alkyltriazoles under catalytic conditions. We have also developed the SEM and THP switch as well as trans-N-alkylation, which enable sequential arylation of the triazole ring to prepare 3,5-diaryltriazoles. This new strategy provides rapid access to a variety of arylated 1,2,4-triazoles and well complements existing cyclization methods.

Regioselectivity in the thermal rearrangement of unsymmetrical 4-methyl-4H-1,2,4-triazoles to 1-methyl-1H-1,2,4-triazoles

The rearrangement of 4-methyl-3,5-diaryl-4H-1,2,4-triazoles to the corresponding 1-methyl-3,5-diaryl-1H-1,2,4-triazoles showed regioselectivity comparable to that observed for the alkylation of 3,5-diaryl-1H-1,2,4-triazoles. This lends support to a proposed mechanism for the rearrangement that involves consecutive nucleophilic displacements steps.