Indium Triflate: An Efficient Catalyst For Acylation Reactions

Abstract

Indium triflate is shown to be an extremely efficient catalyst for the acylation of alcohols and amines.

Iron (III) Phosphate as a Green and Reusable Catalyst Promoted Chemo Selective Acetylation of Alcohols and Phenols with Acetic Anhydride Under Solvent Free Conditions at Room Temperature

“…In fact, allyl, cinnamyl and propargyl alcohols were subjected as unsaturated alcohols. We would have expected to carry out hydration reaction on double and triple bond in acidic media beside acetylation reaction, so far hydrated products didn't observed at all (entries [16][17][18]. Heterocyclic furfuryl alcohol gives corresponding acetate with excellent yield (entries 26).…”

“…6 Commonly used reagent for this reaction uses acetic anhydride in the presence of an acid or base catalyst. 16 and Bi(OTf) 3 , 17 have been investigated to meet the demands for more efficient and selective methods. In spite of these waves of interest, due to the importance of acetylation, it is necessary to develop inexpensive, ecofriendly and reusable catalyst to promote acetylation process.…”

Tris(trifluoromethanesulfonato)indium

“…Moreover, the solubility of this reagent in water means that they can be readily recovered unchanged from the aqueous phase of reaction mixtures on work up and subsequently reused, a very crucial point as far as green chemistry is concerned, for which it is gaining popularity and momentum in current research. This catalyst finds application in thioacetalization and transthioacetalization of carbonyl compounds, 12 acylation of alcohols and amines, 13 tetrahydropyranylation and depyranylation of alcohols, 14 regioselective ring opening of activated aziridines with arenes. Preparation: In(OTf) 3 is prepared from the corresponding oxide (In 2 O 3 ) and triflic acid (TfOH) in water.…”

A Facile and Efficient Method for Catalytic Acetylation of Alcohols with Acetic Acid

“…Several catalytic systems involving Lewis acids [3][4][5][6][7] and metal triflates [8][9][10][11][12][13] have been explored for the esterification of alcohols using acetic anhydride. Recently acetic acid, which is the precursor of acetic anhydride, was used as acylating agent in presence of ferric perchlorate, 14 however perchlorates are potentially explosive.…”

“…Use of substituted acetic acid e.g. trichloroacetic acid also led to the formation of corresponding acetate in good yields (entry [13][14][15][16]. The sensitive functional groups such as bromo, double bonds, and triple bonds remained unaffected under the current reaction conditions.…”