One-Step Hydroxy Substitution of 4, 4'-Dimethoxybenzhydrol with Amides, Lactams, Carbamates, Ureas and Anilines

…, L Tesolin, G Pantano, J Marchand-Brynaert

Index: Henneuse, Catherine; Boxus, Thierry; Tesolin, Lorenzo; Pantano, Guiseppe; Marchand-Brynaert, Jacqueline Synthesis, 1996 , # 4 p. 495 - 501

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Citation Number: 16

Abstract

Similarly, alkylation by alcohols under acidic conditions usually gives products arising from N-substitution. 20 Hydrogen bonding between the protonated alcohol and the carbonyl oxygen of the substrate could possibly govern the regioselectivity of the nucleophilic attack. However, the initial formation of O-substituted derivatives which rearrange into the thermodynamically more stable N-alkylation products cannot be excluded. 21 Such ...