A convenient approach to 3-trifluoromethyl-6-azaindoles

J. Fluorine Chem. 2020, 233

DOI: 10.1016/j.jfluchem.2020.109509

Ivonin S.; Yurchenko A.; Voloshchuk V.; Yurchenko S.; Rusanov E.; Pirozhenko V.; Volochnyuk D.; Kostyuk A.

A new method for the synthesis of 2-trifluoromethyl-6-azaindole 4is proposed. The method is a catalyst free, simple and scalable starting from available 3-amino-4-methylpyridine. Hydration of the trifluoracetyl derivative 2 in hydrochloric acid afforded its ketal salt 3. The molecular structures of both compounds were determined by single-crystal X-ray diffraction. The efficient scalable synthetic route to 2-trifluoromethyl 6-azaindole made possible synthesis of a variety of 3-substituted 2-trifluoromethyl 6-azaindoles and their partially saturated derivatives.

A convenient approach to 3-trifluoromethyl-6-azaindoles


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