Sonochemical synthesis of 5-substituted 1H-tetrazoles catalyzed by ZrP2O7 nanoparticles and regioselective conversion into new 2,5-disubstituted tetrazoles

The ultrasound-assisted preparation of 2-(1 -tetrazol-5-yl) acrylonitrile derivatives a one-pot multi-component method is described successfully using ZrP nanoparticles as a catalyst. Readily available tetrazoles can be transformed into the corresponding 1,5- and 2,5-disubstituted tetrazoles. 2,4′-D...

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Published inZeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 70; no. 11; pp. 819 - 828
Main Authors Safaei-Ghomi, Javad, Paymard-Samani, Soleiman, Zahedi, Safura, Shahbazi-Alavi, Hossein
Format Journal Article
LanguageEnglish
Published BERLIN De Gruyter 01.11.2015
Walter De Gruyter
Subjects
2,5-disubstituted tetrazoles
5-substituted 1
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
one pot
Physical Sciences
Science & Technology
sonochemical synthesis
tetrazoles
ACID
2,5-disubstituted tetrazoles
sono-chemical synthesis
5-substituted 1H-tetrazoles
EFFICIENT SYNTHESIS
REUSABLE HETEROGENEOUS CATALYST
GREEN
3+2 CYCLOADDITION
one pot
FACILE SYNTHESIS
ULTRASOUND
NITRILES
DERIVATIVES
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Summary:The ultrasound-assisted preparation of 2-(1 -tetrazol-5-yl) acrylonitrile derivatives a one-pot multi-component method is described successfully using ZrP nanoparticles as a catalyst. Readily available tetrazoles can be transformed into the corresponding 1,5- and 2,5-disubstituted tetrazoles. 2,4′-Dibromoacetophenone gave the corresponding 2,5-disubstituted derivative as the only isomer. Synthesis of tetrazole derivatives with excellent yields in short times, a wide range of products under ultrasound irradiation, environmental benignity and a simple work-up procedure are some of the important features of this protocol.
ISSN:0932-0776
1865-7117
DOI:10.1515/znb-2015-0070