General and Scalable Approach to Trifluoromethyl-Substituted Cyclopropanes

Volodymyr Ahunovych, Anton A. Klipkov, Maksym Bugera, Karen Tarasenko, Serhii Trofymchuk, Oleh Stanko, Andrii Boretskyi, Mykola Zheludenko, Iryna V. Sadkova, and Pavel K. Mykhailiuk*

*Enamine Ltd., Chervonotkatska 60, 02094 Kyiv, Ukraine, Email: pavel.mykhailiukgmail.com

V. Ahunovych, A. A. Klipkov, M. Bugera, K. Tarasenko, S. Trofymchuk, O. Stanko, A. Boretskyi, M. Zheludenko, I. V. Sadkova, P. K. Mykhailiuk, J. Org. Chem., 2023, 88, 3859-3870.

DOI: 10.1021/acs.joc.3c00123

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Abstract

CF₃-cyclopropanes with aliphatic, aromatic, and even heteroaromatic substituents were prepared on a multigram scale by deoxyfluorination of cyclopropane carboxylic acids or their potassium salts (in case of labile α-pyridine acetic acids) with sulfur tetrafluoride.

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Key Words

cyclopropanes, trifluormethyl alkanes, fluorination

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ID: J42-Y2023