Transesterification via Baeyer–Villiger oxidation utilizing potassium peroxydisulfate (K2S2O8) in acidic media

Efficient Baeyer-Villiger electro-oxidation of ketones with molecular oxygen using an activated carbon fiber electrode in ionic liquid [bmim][OTf]

“…Various types of aryl, aliphatic, and naphthenic ketones can be successfully electro-oxidated to the corresponding esters and lactones with molecular oxygen (Table 3, entries [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20], whereas the aryl ketones were less reactive, higher reaction constant current and longer reaction time were needed to reach good to excellent yields (Table 3, entries [1][2][3][4][5][6][7][8][9][10][11][12]. Various functionalities such as alkyl, alkoxy, bromo, trifluoromethyl, acetyl and nitro groups can tolerate the reaction.…”

“…Traditional methods for performing such a transformation generally involve the use of stoichiometric amount of the strongest oxidizing reagents (e.g., trifluoroperacetic acid, peroxyacetic acid, and perbenzoic acid) [5][6][7][8], and suffer from considerable drawbacks such as low yield, harsh or delicate reaction condition, and a large amount of waste by-products. Various reagents employed as the oxygen donors have been developed for this conversion include sodium perborate [9], potassium peroxydisulfate (K 2 S 2 O 8 ) [10,11], sodium perborate (NaBO 3 ) [11], m-CPBA [12,13], NADPH [14,15], phenylacetone monooxygenase (PAMO) [16], H 2 O 2 [17][18][19][20][21][22], oxone [23], h-SiO 2 ·KHSO 5 [24], and other complexes [25][26][27][28][29][30]. However, some of these procedures are invariably associated with one or more disadvantages such as the use of expensive reagents, long reaction time, difficulties in work up, environmental hazards, and difficulties in recycling of the catalyst.…”