Baeyer–Villiger reaction in the solid state

Abstract

Some Baeyer-Villiger oxidations of ketones with m-chloroperbenzoic acid proceed much faster in the solid state than in solution.Relatively few organic reactions have been carried out in the solid state.1 We have found that some Baeyer-Villiger oxidations of ketones with rn-chloroperbenzoic acid (1) proceed much faster in the solid state than in solution.

Cross coupling of alkylsilicates with acyl chlorides via photoredox/nickel dual catalysis: a new synthesis method for ketones

“…Moreover, these ketones are valuable scaffolds for further elaboration. For instance, 3j has already been used to synthesize natural products or drugs as valdecoxib, 21 scabanca (through a Bayer-Villiger oxidation) 22 or tamoxifen. 23 Based on our recent works and other groups ones on related silicate chemistry, 8 the following mechanism can be reasonably proposed (Scheme 7).…”

Synthesis of 3,4-Bis(benzylidene)cyclobutenes

“…Upon treatment with phosphorus tribromide (PBr 3 ), diol 4 is converted in high yield to dibromide 6. 13 As expected, upon heating to 40 °C in THF in the presence of 5 mol% CuBr, the crude product 6 was converted to a mixture of three isomers of 1,2-dibromo-3,4-bis(benzylidene)cyclobutene (7).…”

“…4 The most prominent example of this is 1,2-dibromo-3,4bis(diphenylmethylene)cyclobutene (2), 5 originally synthesized by Toda et al 6 The debrominated derivative 3 is readily available via reduction with zinc metal in acetic acid and is moderately air-stable as compared to 1 (Scheme 2). 7 This synthetic scheme is limited in scope and functional-group tolerance, due to its dependence on the use of tertiary propargyl alcohols and harsh, acidic conditions. A new scheme is required to access less substituted derivatives and a wider range of functional groups.…”

Facile Method for the Conversion of Semicarbazones/Thiosemicarbazones into Azines (Under Microwave Irradiation) and Oxadiazoles (by Grinding)

“…In comparison with the reaction in organic solvents, these reactions are often rapid, occur in good yields, and have environmental and economic advantages. Thus, the applications of solid-state organic chemistry (SSOR) [9][10][11][12][13][14] coupled with microwave-assisted organic synthesis (MAOS) [15] attracted our attention, and we proposed to exploit the combined protocol to achieve our goal.…”