Al(OTf)3 as a highly efficient catalyst for the rapid acetylation of alcohols, phenols and thiophenols under solvent-free conditions

Combining Clays and Ultrasound Irradiation for an O-Acetylation Reaction of N-Glucopyranosyl and Other Molecules

“…25,26 We acetylated D-mannitol using K10 or KSF to furnish hexa-O-acetyl-D-mannitol 10 in yields of 67% and 70 %, respectively (Scheme 5-II). The 1 H NMR analysis showed the proton shift and coupling constant expected for this compound.…”

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

“…Since a few past years, it has been reported that several metal triflates such as In(OTf) 3 [30], Bi(OTf) 3 [31], ZrO(OTf) 2 [32], Gd(OTf) 3 [33], as well as Me 3 SiOTf [34][35] are excellent catalysts for efficient acetylation of various types of structurally diverse alcohols with aceticanhydride. Cu(OTf) 2 (TfCF 3 SO 2 ) [23], Er(OTf) 3 [24], Al(OTf) 3 [25], Ti-Cl 3 (OTf) [9], Ce(OTf) 3 [21], SnIV(tpp)(OTf) 2 (tpp = tetra phenylporphyrin) [26]. Particularly, Sc(OTf) 3 [27] a commercially available and moisture-stable lewis acid, is extremely active for this reaction.…”

Aluminum Trifluoromethanesulfonate

“…Aluminum triflate is a white solid with a high melting point 2 and acts as a strong, stable, oxophilic [3][4][5] Lewis acid that can easily be recycled and reused 6 due to its water-tolerant properties. 7 During initial investigations, aluminum trifluoromethanesulfonate was mainly used for Michael and Friedel-Crafts reactions, and it also functioned as a Lewis acid catalyst for the protection of alcohols, phenols, and thiophenols 8 with a variety of different protecting groups (i.e., methyl, ethyl, isopropyl, tert-butyl, acetyl, tetrahydropyranyl and tetrahydrofuranyl). 1,9,10 Recently, the utilization of aluminum trifluoromethanesulfonate has been studied in much more diversity, for example as a co-catalyst in metal-catalyzed reactions, 4,11 in the nucleophilic opening of epoxides, 5,12,13 cyclization, 14 substitution, 15 and other reactions.…”