Tetrazoles 5-phenyl-, 2-alkylation

Tetrazolate, 5-(3-chlorobenzyldimethylammonium)-structures, 5, 796 Tetrazolate, 5-cyclopropyl-rearrangement, 5, 810 Tetrazolate, 5-(p-substituted)phenyl-alkylation, 5, 818 Tetrazolates anions... 

Tetrazole, 5-phenoxy-l -phenyl-mass spectra, 5, 801 photolysis, 5, 811 Tetrazole, 1-phenyl-deuterium-hydrogen exchange, 5, 806 mercuration, 5, 59 NMR, 5, 798 tautomerism, 5, 804 UV spectra, 5, 798 Tetrazole, 2-phenyl-NMR, 5, 798 tautomerism, 5, 804 UV spectra, 5, 798 Tetrazole, 5-phenyl-alkylation, 5, 818 anti-inflammatory activity, 5, 835 blowing agent, 1, 410 reactions... 

An interesting cleavage of a carbon-sulfur bond in benzylic and allylic sulfides derived from 5-mercapto-l -phenyl-1 //-tetrazole has been reported [326]. The overall reaction is an alkylation a to a carbonyl group. 

Nucleophilic substitution of the terminal halogen in the alkyl groups at G-5 atom is a simple but efficient approach to modification of tetrazole derivatives. Treatment of 1-phenyl-5-chloromethyltetrazole with imidazole or pyrazole (DMSO, NaOH) gave the corresponding products of the halogen /3-substitution 338 and 339 <2002JOC8230>. 

These intermediates have been intensively studied and characterized by the addition to reactive multiple bonds giving 5-membered heterocyclic adducts . The decomposition of 2,5-diphenyltetrazole follows first order kinetics, with a rate nearly independent of the nature of the solvent . This precludes an interaction with the medium prior to elimination of the nitrogen molecule and confirms that the nitrile imine is an intermediate. Alkylated tetrazoles also undergo elimination of nitrogen on heating. With 2-methyl-5-phenyl-tetrazole however, thermolysis does not occur below about 220 °C and proceeds in competition with a second mode of decomposition which leads to benzonitrile and methylazide , viz. 

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