Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position. …

T Fuchigami, M Shimojo, A Konno

Index: Fuchigami, Toshio; Shimojo, Moriyasu; Konno, Akinori Journal of Organic Chemistry, 1995 , vol. 60, # 11 p. 3459 - 3464

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Citation Number: 68

Abstract

Regiospecific monofluorination of various sulfides bearing electron-withdrawing substituents, cyano, ester, acyl, amino, and phosphonate groups, at their a-positions was successfully carried out by the anodic oxidation of the sulfides in Et3N. 3HF/MeCN using an undivided cell. Fluorine was introduced at the position a to the sulfur atom selectively. Fluorination of a-(phenylthiol-substituted cyclic carbonyl compounds was also successful. ...