Friedel-Crafts acylation of arenes with carboxylic acids using polystyrene-supported aluminum triflate

Abstract

Cross-linked polystyrene-supported aluminum triflate (Ps- Al(OTf)3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for the acylation of aromatic compounds. The catalyst can be easily prepared from cheap starting materials, is stable (as a bench top catalyst) and is reusable.

Aluminum Trifluoromethanesulfonate

“…18 (H) Williams and co-workers discovered that aluminum triflate could be used as a highly active non-protic co-catalyst for the palladium-catalysed methoxycarbonylation of alkenes. 4 High conversions of up to 98% were obtained for the methoxycarbonylation of styrene with l/b ratios of up to 3:1.…”

“…(G) Parvanak-Boroujeni and co-workers utilized polystyrenesupported aluminum triflate in the acylation of a range of aromatic substrates with benzoic acid and were able to obtain the corresponding benzophenones in excellent yields. 18 (H) Williams and co-workers discovered that aluminum triflate could be used as a highly active non-protic co-catalyst for the palladium-catalysed methoxycarbonylation of alkenes. 4 High conversions of up to 98% were obtained for the methoxycarbonylation of styrene with l/b ratios of up to 3:1.…”

An Efficient and Green Synthesis of 1‐Indanone and 1‐Tetralone via Intramolecular Friedel–Crafts Acylation Reaction

“…[11][12][13][14][15][16][17][18][19][20][21][22] Recently, metal-triflate-catalyzed Friedel-Crafts acylation with carboxylic acids as the acylating reagents has been studied extensively. [23][24][25][26][27] Although the intramolecular Friedel-Crafts acylation of carboxylic acids has been catalyzed by metal triflates with only 5-10 %c atalytic loading, the requirement for volatile organic solvents and long reactiont imes are current shortcomings. [28,29] For two decades, much attention has been focused on ionic liquids as the most important alternatives to volatile organic solvents.…”

Benzoylation of aryl methyl ether using catalytic system of Gd(OTf)3/MSAA

“…Bên cạnh đó, khi dùng clorur nhôm làm xúc tác, phản ứng chỉ xảy ra trên tác chất có độ phản ứng cao nhưng lại không thân thiện với môi trường, thông thường dùng clorur acid (thông thường được điều chế từ acid carboxilic tương ứng và clorur thionil) tạo ra nhiều sản phẩm phụ độc hại [3,4]. Việc sử dụng acid carboxilic thay cho clorur acid và anhidrid acid là rất cấp thiết và hoàn toàn thân thiện với môi trường, vì sản phẩm phụ sinh ra chỉ là nước hoàn toàn vô hại với môi trường [5][6][7].…”