Efficient electrooxidative C–H thiocyanation of both high and low reactive pyrazolo[1,5‐a]pyrimidines using a new system of complementary approaches has been developed. Advantages of this promising strategy are the undivided cell, mild conditions, and readily available reagents as well as feasible scaling up process and transformation of the synthesized aryl thiocyanates to new thiols. Also, target thiocyanates were found to have pronounced antifungal activity.
The possibility of electrooxidative one-stage (one-pot) and two-stage conversion of N-alkylated aminopyrazoles to azopyrazoles involving electrogenerated NaOCl as the mediator has been studied for the first time. It has been found that the process involving NaOCl generation at the 1 st stage and its reaction with an aminoazole at the 2 nd stage occurs much more efficiently. If the starting aminopyrazole has no substituent at ring position 4 (1-methyl-3-amino-1H-pyrazole), the process results in the generation of azo-and 4,4'-dichloroazopyrazoles. It has been shown with 3-amino-1,4-dimethyl-1H-pyrazole as an example that under similar conditions, 4-substituted aminopyrazoles selectively give the corresponding azo derivatives.
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