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Issue 32, 2018
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Synthesis of 6-SF5-indazoles and an SF5-analog of gamendazole

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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.

Graphical abstract: Synthesis of 6-SF5-indazoles and an SF5-analog of gamendazole

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Supplementary files

Article information


Submitted
20 Jun 2018
Accepted
24 Jul 2018
First published
25 Jul 2018

Org. Biomol. Chem., 2018,16, 5793-5799
Article type
Paper

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

O. S. Kanishchev and W. R. Dolbier, Org. Biomol. Chem., 2018, 16, 5793
DOI: 10.1039/C8OB01460D

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