Synthesis of 6-SF5-indazoles and an SF5-analog of gamendazole

Abstract

This work describes an efficient synthetic approach for a new type of SF₅-substituted heterocyclic system, namely 6-SF₅-indazoles. During this study, various derivatives of 6-SF₅-indazoles such as bromo, iodo, nitro, N-acetyl and N-benzyl substituted compounds were synthesized and characterized. In addition, the utility of the synthetic methodology was demonstrated via the synthesis of 6-SF₅-gamendazole – a fully matched analog of the experimental male contraceptive gamendazole, which has a 6-CF₃-substituted indazole core.