Fe and Ni-catalyzed electrochemical perfluoroalkylation of C—H bonds of coumarins


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Abstract

A new method for the preparation of perfluoroalkylcoumarins in a single step is developed. The compounds are prepared via electrocatalytic reduction of a 1 : 1 mixture of an aromatic compound (coumarin, 6-methylcoumarin, and 7-methylcoumarin) and a fluoroalkylating reagent under mild conditions (room temperature, normal pressure) using [bipyFeII] or [bipyNiII] complexes as catalysts. The developed method makes it possible to obtain perfluoroalkylcoumarins in high yields and 100% conversion of the fluoroalkylating reagent.

About the authors

M. N. Khrizanforov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Author for correspondence.
Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

S. O. Strekalova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

V. V. Grinenko

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

V. V. Khrizanforova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

T. V. Gryaznova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

Yu. H. Budnikova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: khrizanforov@gmail.com
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088


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