Volume 8, Issue 2 pp. 175-181
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Studies on sulfinato-dehalogenation: XI. Sodium dithionite-initiated perfluoroalkylation of electron-rich aromatic

Huang Wei-Yuan

Corresponding Author

Huang Wei-Yuan

Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032

Dedicated to Professor Yu Wang on the occasion of his 80th birthday.

Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032Search for more papers by this author
Ma Wu-Ping

Ma Wu-Ping

Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032

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Wang Wei

Wang Wei

Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032

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First published: March 1990
Citations: 9

Abstract

The intermediary perfluoroalkyl radical generated from the reaction of perfluoroalkyl iodide with sodium dithionite was shown to be reactive toward phenols and aromatic amines, and resulted in the formation of a mixture of ortho- and para-substituted products. Thus, the reaction provides a new method for the synthesis of ortho- and para-perfluoroalkyl substituted phenols and anilines.

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