Issue 62, 2015

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

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

Supplementary files

Article information

Article type
Paper
Submitted
03 Mai 2015
Accepted
29 Mai 2015
First published
29 Mai 2015

RSC Adv., 2015,5, 49849-49860

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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