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2004
Halogenation
O 0235
Efficient Oxidative ipso-Fluorination of para-Substituted Phenols Using PyridinPolyhydrogen Fluoride in Combination with Hypervalent Iodine(III) Re47- 041 ium
agents. — A facile and efficient method for ipso-fluorination using pyridinium polyhydrogen fluoride in combination with diacetoxyiodobenzene or bis(trifluoroacetoxy)iodobenzene is reported. The fluorinating agent is used in the synthesis of
4-fluorocyclohexa-2,5-diones (II) and atropisomeric fluorocyclohexadienones (IV),
(V) and (VI). Also, 4-substituted carbamate open-chain phenols (VII) are readily converted to fluorohydroindolenone and fluorohydroquinolenone derivatives by intramolecular addition. — (KARAM*, O.; MARTIN-MINGOT, A.; JOUANNETAUD,
M.-P.; JACQUESY, J.-C.; COUSSON, A.; Tetrahedron 60 (2004) 31, 6629-6638;
Lab. Synth. React. Subst. Nat., CNRS, Univ. Poitiers, F-86022 Poitiers, Fr.; Eng.) —
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