Water promoted one pot three-component synthesis of tetrazolesElectronic supplementary information (ESI) available. See DOI: 10.1039/c2nj40733g

A one pot, three component synthesis of tetrazoles via thiourea has been accomplished in water. Water enhances the solubility of a higher number of components in the three component protocol thus promoting the reaction. The synthesis involves a chemoselective exocyclic reaction, regioselective elect...

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Bibliographic Details
Main Authors Sathishkumar, Murugan, Shanmugavelan, Poovan, Nagarajan, Sangaraiah, Dinesh, Murugan, Ponnuswamy, Alagusundaram
Format Journal Article
LanguageEnglish
Published 21.01.2013
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Summary:A one pot, three component synthesis of tetrazoles via thiourea has been accomplished in water. Water enhances the solubility of a higher number of components in the three component protocol thus promoting the reaction. The synthesis involves a chemoselective exocyclic reaction, regioselective electrocyclisation and a preferred conformational orientation of the tetrazole side chain which are rationalised based on the relative magnitude of Garbisch angle strain/allylic strains anticipated during the course of the reaction. A one pot, three component chemo/regioselective synthesis of tetrazole in water has been accomplished. The selectivities and the conformational preference of the tetrazole side chain are directed by the relative magnitudes of angle strains/allylic strains.
Bibliography:10.1039/c2nj40733g
Electronic supplementary information (ESI) available. See DOI
ISSN:1144-0546
1369-9261
DOI:10.1039/c2nj40733g