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Issue 62, 2015
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A rapid metal free synthesis of 5-substituted-1H-tetrazoles using cuttlebone as a natural high effective and low cost heterogeneous catalyst

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Abstract

A convenient, rapid and metal free synthesis of 5-substituted-1H-tetrazoles is described by [3 + 2] cycloaddition reaction of nitriles with sodium azide. The reaction was catalyzed by cuttlebone in DMSO at 110 °C. Cycloaddition reaction of nitriles with sodium azide happened in the presence of mesoporous cuttlebone by “electrophilic activation” of nitriles through hydrogen bond formation between the cuttlebone and nitrile. Cuttlebone as a natural low cost heterogeneous catalyst with high porosity, high flexural stiffness, high compressive strength and high thermal stability affords 5-substituted-1H-tetrazoles rapidly with high efficiency.

Graphical abstract: A rapid metal free synthesis of 5-substituted-1H-tetrazoles using cuttlebone as a natural high effective and low cost heterogeneous catalyst

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Article information


Submitted
03 May 2015
Accepted
29 May 2015
First published
29 May 2015

RSC Adv., 2015,5, 49849-49860
Article type
Paper
Author version available

A rapid metal free synthesis of 5-substituted-1H-tetrazoles using cuttlebone as a natural high effective and low cost heterogeneous catalyst

S. S. E. Ghodsinia and B. Akhlaghinia, RSC Adv., 2015, 5, 49849
DOI: 10.1039/C5RA08147E

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