Magnesium Bistrifluoromethanesulfonimide as a New and Efficient Acylation Catalyst

Abstract

Magnesium bistrifluoromethanesulfonimide catalyzed the acetylation of phenols, alcohols, and thiols under solvent-free conditions at room temperature and in short times. Electron-deficient and sterically hindered phenols provided excellent yields. The catalyst was found to be general for acylation with other anhydrides, such as propionic, isobutyric, pivalic, chloroacetic, and benzoic anhydrides. The rate of acylation was influenced by the electronic and steric factors associated with the anhydride. The reaction with less electrophilic anhydrides (e.g., chloroacetic and benzoic anhydrides) required higher temperature (approximately 80 degrees C). Chemoselective acetylation, pivalation, and benzoylation took place with acid-sensitive alcohols without any competitive dehydration/rearrangement.

Urea-catalyzed transthioesterification: towards a new kinetic resolution methodology

“…(14). 21 Following the general procedure outlined above the product was isolated as a colourless oil (320 mg, 52% yield). 1 …”

Selective Acetylation of 2-Naphthol to 2-Naphthyl Acetate with Ni Homogeneous Catalysts: An Environmentally Friendly Protocol

“…2-Acylation reactions of phenol and naphthol derivatives that provide useful synthetic methods for the preparation of 2-hydroxy phenyl or 2-hydroxy naphthyl ketone derivatives [24]. Chakraborti et al [39][40] also reported a number of good catalytic systems for the acetylation/acylation reactions.…”

Formylation and acetylation of alcohols using Amberlyst-15®as a recyclable heterogeneous catalyst

“…TaCl 5 (26) , InCl 3 (27) , and ZrOCl 2 ×8H 2 O (28) are frequently used metal halides for acetylation. Solid acid catalyst such as aluminum-supported MoO 3 (29), Mg(NTf 2 ) 2 (30), and cation-exchanged montmorillonite K-10 clay (31) have also been explored. Acid anhydride and acyl chlorides are toxic and hazardous in nature, and most of the above-mentioned catalysts are either costly or not easily available.…”