Reaction of 5-Substituted tetrazoles with trifluoroacetic anhydride

Vereshchagin, L. I.; Verkhozina, O. N.; Pokatilov, F. A.; Strunevich, S. K.; Proidakov, A. G.; Kizhnyaev, V. N.

doi:10.1134/s1070428007110218

Cited by 10 publications

(5 citation statements)

References 6 publications

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“…Column chromatography silica gel (60–120 mesh) afforded pure tetrazole. All products were characterized by 1 H and 13 C NMR, FT-IR, UV–vis, and emission spectra, which were in agreement with literature. ,,,− …”

Section: Methodssupporting

confidence: 84%

Syntheses of 5-Substituted 1H-Tetrazoles Catalyzed by Reusable CoY Zeolite

2011

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A simple and efficient route for the synthesis of 5-substituted 1H-tetrazoles catalyzed by CoY zeolite is reported. The salient features of this atom-economical, cost-effective, and high-yield cobalt-catalyzed protocol are aerobic conditions, lower reaction time, and milder reaction conditions without additives. Other advantages include experimental ease of manipulation, safer alternative to hazardous, corrosive, and polluting conventional Lewis acid catalysts, recovery, and reusability with consistent catalytic activity. The results are rationalized by proposing a suitable mechanism.

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Section: Methodssupporting

confidence: 84%

Syntheses of 5-Substituted 1H-Tetrazoles Catalyzed by Reusable CoY Zeolite

2011

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“…For example, a 2-substituted-5trifluoromethyl-1,3,4-oxadiazole was obtained in 72% yield (entry 8). 33 Interestingly in this case, addition of AcOH considerably slows down the reaction. Indeed, after 12 h, 1 H NMR analysis indicates a conversion of 23% 34 and an isolated yield of 19% was obtained.…”

Section: Resultsmentioning

confidence: 94%

Synthesis of 1,3,4-oxadiazoles from 1,2-diacylhydrazines using [Et₂NSF₂]BF₄as a practical cyclodehydration agent

et al. 2012

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“…The 1,3,4oxadiazole isomers 5 and 6 were made via conversion to a tetrazole, through treatment with sodium azide, followed by derivatisation with trifluoromethyl or isopropyl carboxylic acid anhydride and heating to effect a re-arrangement with loss of nitrogen (step d). 29 Phenol alkylation (step e) then gave compounds 5 and 6. It was possible to convert the 1,2,4-oxadiazole 1 to the isomeric 1,2,4-oxadiazole 3 by treatment with hydroxylamine in the presence of a strong base (step f) although the yield was only 20%.…”

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confidence: 99%