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Synthesis 1996; 1996(4): 495-501
DOI: 10.1055/s-1996-4230
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One-Step Hydroxy Substitution of 4,4’-Dimethoxybenzhydrol with Amides, Lactams, Carbamates, Ureas and Anilines

Catherine Henneuse, Thierry Boxus, Lorenzo Tesolin, Guiseppe Pantano, Jacqueline Marchand-Brynaert*
  • *Université Catholique de Louvain, Laboratoire de Chimie Organique de Synthèse, Bâtiment Lavoisier, place Louis Pasteur, 1, B-1348 Louvain-la-Neuve, Belgium, Fax +32(10)474168
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Publication Date:
31 December 2000 (online)

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A series of amides, lactams, carbamates, ureas and anilines, equipped with various functionalities, were readily N-alkylated with the 4,4’-dimethoxybenzhydryl residue by reaction with 4,4’-dimethoxybenzhydrol [bis(4-methoxyphenyl)methanol] in acetic acid, at room temperature, under H2SO4 catalysis.

hydroxyl substitution of 4,4’-dimethoxybenzhydrol in acetic acid - N-alkylation of amides - N-alkylation of lactams - N-alkylation of carbamates - N-alkylation of anilines