Tetrahedron

Etude de la regioselectivite en fluoration anodique de derives benzyliques

E Laurent, B Marquet, R Tardivel

Index: Laurent, Eliane; Marquet, Bernard; Tardivel, Robert Tetrahedron, 1991 , vol. 47, # 24 p. 3969 - 3980

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Citation Number: 18

Abstract

By anodic oxidation of paramethylbenzylsulfonate, ester and nitrite 1 in Et3N, 3HF/CH3CN, regioselective functionalization at benzylic positions is obtained (benzylic fluorides 2 and acetamides 3 are formed). In order to examin the determining factors of the chemioselectivity. It was compared to those obtained in bromination of the same compounds by 1, 3-dibromo 5, 5-dimethylhydantoïn (DBH)/2.2′-azobis (isobutyronitrile)(AIBN) in ...