Journal
RESEARCH ON CHEMICAL INTERMEDIATES
Volume 49, Issue 8, Pages 3441-3459Publisher
SPRINGER
DOI: 10.1007/s11164-023-05047-x
Keywords
Sulfonic acid; Graphene oxide; Heterogeneous catalyst; Pyrazole containing tetrazole derivatives
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A simple and efficient method for the synthesis of substituted pyrazole-containing tetrazole derivatives has been developed using sulfonic acid decorated graphene oxide (GO-SO3H) as a catalyst. The GO-SO3H catalyst exhibited high catalytic activity, giving yields of over 95% within 15-20 minutes under mild reaction conditions. The catalyst was also found to be reusable for up to five reaction cycles without significant loss of efficiency. Spectroscopic techniques were used to confirm the structures of the synthesized compounds.
A simple and straightforward synthetic strategy has been established toward furnishing of promising bis-heterocyclic pyrazole containing substituted tetrazole derivatives which might be proved as valuable molecules because of the presence of medicinally and biologically important pyrazole and tetrazole entities. Sulfonic acid decorated graphene oxide (GO-SO3H), a new class of heterogeneous carbo-catalyst was first time reported for synthesis of tert-butyl/ethyl acetate and pyrazole-substituted tetrazole through one-pot 4-C reaction. The synthesized GO-SO3H catalyst offered more than 95% yields of tetrazoles with a broad range of substrates including different substituted aldehyde, isocyanide, and amine within 15-20 min under mild reaction conditions. In addition, sulfonic acid decorated graphene oxide (GO-SO3H) was reused up to five reaction cycles without considerable drop in its catalytic efficiency. The formation of all synthesized pyrazole containing substituted tetrazole derivatives was confirmed by various spectroscopic techniques.
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