N-Heterocycle (tetrazole)-stabilized pseudocyclic λ3-iodane: Synthesis and reactivity
An N-heterocycle (tetrazole)-stabilized pseudocyclic λ3-iodane was synthesized and its thermal stability and redox activity were studied. Simultaneous thermogravimetric analysis and differential scanning calorimetry revealed that the polyvalent iodine compound started to degrade at 127 °C and showed a notable exothermic decomposition peak at 147 °C, which was markedly more pronounced than the parent tetrazole with monovalent iodine. The reduction potential was determined by cyclic voltammetry to be ?0.38 V vs AgNO3|Ag in dimethyl sulfoxide at a scan rate of 0.02 V/s. The oxidative power of the polyvalent iodine compound was demonstrated by conducting oxidation of thioanisole to sulfoxide and oxidative dimerization of thiobenzamide to 3,5-diphenyl-1,2,4-thiadiazole.
Vaish, Avichal,Sayala, Kapil Dev,Tsarevsky, Nicolay V.
1,3-Dipolar cycloaddition: Click chemistry for the synthesis of 5-substituted tetrazoles from organoaluminum azides and nitriles
Cheap and safe: Conventional methods to prepare tetrazoles employ dangerous, toxic reagents. A new route to these heterocycles (see scheme) uses inexpensive and nontoxic dialkyl aluminum azides. The cycloaddition occurs under mild conditions and tolerates a variety of functional groups. The low cost and ecocompatibility make this process attractive for large-scale preparation. (Chemical Equation Presented).
Aureggi, Valentina,Sedelmeier, Gottfried
p. 8440 - 8444
(2008/09/19)
A Practical Synthesis of 5-Substituted Tetrazoles.
Nitrosation of N-formyl amidrazones 8a-g with sodium nitrite - aqueous hydrochloric acid gives tetrazoles 10a-g in good yields.
Boivin, Jean,Husinec, Suren,Zard, Samir Z.
p. 11737 - 11742
(2007/10/02)
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