Sodium difluoromethanesulfinate—A difluoromethylating agent toward protonated heterocyclic bases


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Abstract

Free radical difluoromethylation of protonated heteroaromatic bases was accomplished using sodium difluoromethanesulfinate in combination with tert-butyl hydroperoxide in a two-phase system (methylene chloride–water) at room temperature. The difluoromethylation products of methyl pyridine-4-carboxylate, pyridine-4-carbonitrile, and 2-amino-1,3,4-thiadiazole were isolated on a preparative scale.

About the authors

M. A. Lytkina

St. Petersburg State Institute of Technology; St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190005; Universitetskaya nab. 7/9, St. Petersburg, 190005

E. V. Eliseenkov

St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 190005

V. P. Boyarskii

St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 190005

A. A. Petrov

St. Petersburg State University

Author for correspondence.
Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 190005

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