104426-39-3Relevant academic research and scientific papers
Iodobenzene-catalyzed α-acetoxylation of ketones. In situ generation of hypervalent (diacyloxyiodo)benzenes using m-chloroperbenzoic acid
Ochiai, Masahito,Takeuchi, Yasunori,Katayama, Tomoko,Sueda, Takuya,Miyamoto, Kazunori
, p. 12244 - 12245 (2005)
Reported here for the first time is the iodobenzene-catalyzed α-oxidation of ketones, in which diacyloxy(phenyl)-λ3-iodanes generated in situ act as real oxidants of ketones and m-chloroperbenzoic acid serves as a terminal oxidant. Oxidation of a ketone with m-chloroperbenzoic acid in acetic acid in the presence of a catalytic amount of iodobenzene, BF3·Et2O, and water at room temperature under argon affords an α-acetoxy ketone in good yield. p-Methyl- and p-chloroiodobenzene also serve as efficient catalysts in this direct oxidation. We found that when the reaction was carried out in the absence of a catalytic amount of iodobenzene, Baeyer-Villiger oxidation of a ketone took place. It is noted that use of water and BF3·Et2O is crucial to the success of this α-acetoxylation. Copyright
Sulfur-mediated difunctionalization of internal and terminal alkynes for the synthesis of α-acetoxy ketones
Li, Pingfan,Zhang, Zhong
, (2020/02/13)
The sulfur-mediated difunctionalization of alkynes is reported to give α-acetoxy ketones in a one-pot operation under mild conditions with 19–92% yield. By using wet potassium acetate as both the aqueous base and nucleophilic reagent, both terminal alkynes and internal alkynes could be converted into the α-acetoxy ketone products.
Redox catalysis of halide ion for formal cross-dehydrogenative coupling: Bromide ion-catalyzed direct oxidative α-acetoxylation of ketones
Nagano, Takashi,Jia, Zhenhua,Li, Xingshu,Yan, Ming,Lu, Gui,Chan, Albert S. C.,Hayashi, Tamio
supporting information; experimental part, p. 929 - 931 (2011/01/09)
A novel catalytic approach for formal cross-dehydrogenative coupling using the redox property of bromide ion is reported. Simple bromide salts MBr can work as catalyst for direct oxidative α-acetoxylation of ketones.
Polymer-supported synthesis of α- and β-hydroxyketones through the formation of 1,3-dithiane intermediates
Bertini, Vincenzo,Lucchesini, Francesco,Pocci, Marco,Alfei, Silvana,Idini, Barbara
scheme or table, p. 1141 - 1144 (2009/04/06)
The synthesis of polymer-supported 2-monosubstituted 1,3-dithianes from soluble copolymers bearing 1,3-propanedithiol groups, their lithiation, reactions with electrophiles such as aldehydes, ketones, α,β- unsaturated ketones and oxiranes, and cleavage of
