39755-06-1Relevant articles and documents
Copper-Catalyzed Oxidative Fragmentation of Alkynes with NFSI Provides Aryl Ketones
Chen, Hanfei,Cheng, Hao,Huang, Yifan,Jin, Chaochao,Song, Weihan,Tan, Chen,Tan, Jiajing,Tang, Lin,Yang, Fang,Zhang, Shuaifei
supporting information, (2020/11/03)
A copper-catalyzed oxidative cleavage reaction of alkynes using NFSI and TBHP was described. Various terminal and internal alkyne substrates were employed to render quick access to aryl ketone products in moderate to good yields. NFSI not only functioned as N-centered radical precursors but also engaged in the aryl group migration. Mechanistic studies also suggested the important role of water in the title reactions.
Unified oxidation protocol for the synthesis of carbonyl compounds using a manganese catalyst
Kamijo, Shin,Amaoka, Yuuki,Inoue, Masayuki
experimental part, p. 2475 - 2489 (2010/09/06)
We have developed a unified protocol for the oxidation of ethers, benzylic compounds, and alcohols to carbonyl compounds. The protocol uses catalytic amounts of manganese(II) chloride tetrahydrate and tri(t-butyl)-2,2':6',2Prime;- terpyridine in combination with a stoichiometric amount of either m-chloroperbenzoic acid (MCPBA) or potassium hydrogen peroxysulfate (KHSO 5). A reagent system consisting of the Mn catalyst and MCPBA permitted the chemoselective sp3 C-H oxidation of alkyl ethers and benzylic compounds to generate the corresponding ketones. Alternatively, the water-soluble inorganic salt KHSO5 in combination with the Mn catalyst was used to oxidize alcohols to ketones or carboxylic acids. Importantly, the Mn catalyst/KHSO5 system eliminates technical difficulties associated with the isolation of carboxylic acid products. All the oxidations presented in this feature article proceed at sup-ambient temperature in an aerobic atmosphere, and can therefore be used in practical syntheses of complex organic molecules. Georg Thieme Verlag Stuttgart · New York.
A simple synthetic protocol for oxidation of alkyl-arenes into ketones using a combination of HBr-H2O2
Khan, Abu T.,Parvin, Tasneem,Choudhury, Lokman H.,Ghosh, Subrata
, p. 2271 - 2274 (2007/10/03)
A wide variety of alkyl- and cycloalkyl-arenes undergo benzylic C-H oxidation by employing a combination of 48% hydrogen bromide and 30% hydrogen peroxide in dichloromethane at room temperature. In addition, a chemoselective oxidation at the benzylic position is feasible by deactivating the aromatic ring using the same combination.