134792-44-2

Upstream product

• 20743-49-1 2-methyl-5-phenyl-2H-tetrazole 
• 123-11-5 4-methoxy-benzaldehyde 
• 131183-01-2 5-phenyl-2-((trimethylsilyl)methyl)-2H-tetrazole 

Downstream Products

• 132595-94-9 4-(4-methoxyphenyl)-3-phenylpyrazole 
• 134792-30-6 1-(4-methoxyphenyl)-2-(5-phenyltetrazol-2-yl)ethane 

Relevant academic research and scientific papers

The reaction of 2-((trimethylsilyl)methyl)-2htetrazoles with aldehydes and ketones in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene

2-((Trimethylsilyl)methyl)-2H-tetrazoles were treated with aldehydes and ketones in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give 2-(2-hydroxyethyl)-2H-tetrazoles. This simple procedure offers a valuable strategy for the preparation of 2-(hydroxyethyl)-2H-tetrazoles.

Generation and Reaction of N-(α-Lithioalkyl)tetrazoles

Treatment of 1-alkyl-4 and 2-alkyl-5-phenyltetrazoles 10 with t-butyllithium in tetrahydrofuran at -78 deg C gives 'dipole-stabilised' α-lithioalkyl derivatives 2 and 3 which are readily converted into the corresponding deuteriated, silylated, alkylated, hydroxymethylated, acylated and carboxylated derivatives 5 and 11, mostly in high yield (Tables 1 and 2).Lithiation of 5-phenyl-2-trimethylsilylmethyltetrazole 10c, prepared in this way, followed by reaction with aldehydes results in Peterson olefination to give 2-alkenyltetrazoles 11g, h in good yield.