Remarkable rate acceleration of the solvent-free Baeyer–Villiger reaction on the surface of NaHCO3 crystals for sterically congested cyclic and acyclic ketones

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.…”

Novozyme 435 Asymmetric Hydrolysis of Enol Ester with Series Acid Moiety

“…2. Baeyer-Villiger oxidation is known for the retention of configuration, the configuration of 2-pentylcyclopentanone could be detected after the Baeyer-Villiger oxidation [17][18][19] , which was performed following the method 8 and the retention of configuration is about 90 %.…”

“…Literature [14][15][16] has decleared a way to produce chiral α-substituted cyclohexanone through the hydrosis of enol esters. Referring to the former methods, it is easy to prepare (R)-δ-decalactone by the Baeyer-Villiger oxidation [17][18][19] of (R)-(2)-pentylcyclopentanone which can be obtained by asymmetric hydrolysis of enol esters. The general formula of synthesis and hydrolysis have been shown in Fig.…”

Nano silica boron sulfuric acid as a dual Brønsted/Lewis acid and a heterogeneous catalyst in Baeyer–Villiger oxidation of ketones with hydrogen peroxide

“…Consequently, a lot of efforts have been focused on finding out of less dangerous and greener alternatives such as oxygen/aldehydes, hydrogen peroxide/carboxylic acids, hydrogen peroxide/acids or bases and also bio-oxidants, etc. [6][7][8][9][10][11][12][13][14]. Hydrogen peroxide with a high content of oxygen (47 wt%) is a commercially available, inexpensive and environmentally benign reagent, which simplifies greatly the workup and, contrary to peracids, avoids the separation of the carboxylic acid salt as the by-product.…”