131183-16-9Relevant academic research and scientific papers
Generation and Reaction of N-(α-Lithioalkyl)tetrazoles
Moody, Christopher J.,Rees, Charles W.,Young, Richard G.
, p. 323 - 327 (2007/10/02)
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.
Synthesis of 3-Phenylpyrazoles from 2-Alkenyl-5-phenyltetrazoles
Moody, Christopher J.,Rees, Charles W.,Young, Richard G.
, p. 329 - 333 (2007/10/02)
2-Alkenyl-5-phenyltetrazoles 7a-e are readily converted by thermolysis or photolysis into 3-phenylpyrazoles 11a-e in good to excellent yield (Table 2).The alkenyltetrazoles 7 are prepared by direct or indirect dehydration of the alcohols 5 formed by quenching α-lithioalkyltetrazoles with aldehydes.
