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Simple and practical method for selective acylation of primary hydroxy group catalyzed by N-methyl-2-phenylimidazole (Ph-NMI) or 2-phenylimidazo[2,1-b]benzothiazoles (Ph-IBT)
Affiliation:1. Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA;2. UMR-S1172—Jean-Pierre Aubert Research Centre (JPARC), INSERM—University of Lille and Centre Hospitalier of Lille, Institut pour la Recherche sur le Cancer de Lille, Place de Verdun, F-59045 Lille Cedex, France;1. State Key Laboratory of Bioelectronics (Chien-Shiung Wu Lab), School of Biological Science & Medical Engineering, Southeast University, Si Pai Lou 2#, Nanjing 210096, PR China;2. School of Geography and Biological Information, Nanjing University of Posts and Telecommunications, Nanjing 210046, PR China
Abstract:N-Methyl-2-phenylimidazole (Ph-NMI) and 2-phenylimidazo[2,1-b]benzothiazoles (Ph-IBT) catalyzed selective acylation of primary alcohols using acid anhydrides. The Ph-NMI- or Ph-IBT-catalyzed reaction using (PhCO)2O as an acylating agent could particularly acylate the primary hydroxy group of 1,n-diols (n  3) with a high, synthetically useful selectivity.
Keywords:Acylation  Catalyst  Substituted imidazole  Imidazobenzothiazole  Primary alcohol
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