Electrolytic Partial Fluorination of Organic Compounds. 22.1 Highly Regioselective Anodic Monofluorination of Oxindole and 3-Oxo-1, 2, 3, 4-tetrahydroisoquinoline …

Y Hou, S Higashiya, T Fuchigami

Index: Hou, Yankun; Higashiya, Seiichiro; Fuchigami, Toshio Journal of Organic Chemistry, 1997 , vol. 62, # 25 p. 8773 - 8776

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Citation Number: 33

Abstract

Highly regioselective monofluorination of 1-aryl-3-(phenylthio) oxindoles and 2-substituted-3- oxo-4-(phenylthio)-1, 2, 3, 4-tetrahydroisoquinolines can be successfully carried out in the presence of Me4NF⊙ 4HF or Et4NF⊙ 3HF as a supporting electrolyte to provide the corresponding 3-fluorinated oxindole and 4-fluorinated isoquinoline derivatives in good yields. Carbon anodes as well as a platinum anode were found to be effective for the ...