39928-72-8Relevant articles and documents
Ytterbium triflate catalyzed synthesis of chlorinated lactones
Genovese, Salvatore,Epifano, Francesco,Pelucchini, Caroline,Procopio, Antonio,Curini, Massimo
, p. 5992 - 5995 (2010)
The direct synthesis of chlorolactones from differently substituted alkenoic acids, using either sodium hypochlorite or chloramine T as the source of electrophilic chlorine and ytterbium triflate hydrate as the Lewis acid is described. In both cases the r
Indium chloride mediated chlorolactonization: Construction of chlorinated lactone fragments
Abe, Hideki,Fukazawa, Naoki,Kobayashi, Toyoharu,Ito, Hisanaka
, p. 2519 - 2523 (2013)
Chlorolactonization of unsaturated acids with chloramine-T catalyzed by indium chloride as a Lewis acid was demonstrated. This is a new synthetic methodology for the construction of chlorinated lactone frameworks from unsaturated acids.
Chemoenzymatic Halocyclization of γ,δ-Unsaturated Carboxylic Acids and Alcohols
Younes, Sabry H. H.,Tieves, Florian,Lan, Dongming,Wang, Yonghua,Süss, Philipp,Brundiek, Henrike,Wever, Ron,Hollmann, Frank
, (2019/12/27)
A chemoenzymatic method for the halocyclization of unsaturated alcohols and acids by using the robust V-dependent chloroperoxidase from Curvularia inaequalis (CiVCPO) as catalyst has been developed for the in situ generation of hypohalites. A broad range of halolactones and cyclic haloethers are formed with excellent performance of the biocatalyst.
Dehydrogenative α-oxygenation of ethers with an iron catalyst
Gonzalez-De-Castro, Angela,Robertson, Craig M.,Xiao, Jianliang
supporting information, p. 8350 - 8360 (2014/06/24)
Selective α-oxidation of ethers under aerobic conditions is a long-pursued transformation; however, a green and efficient catalytic version of this reaction remains challenging. Herein, we report a new family of iron catalysts capable of promoting chemoselective α-oxidation of a range of ethers with excellent mass balance and high turnover numbers under 1 atm of O2 with no need for any additives. Unlike metalloenzymes and related biomimetics, the catalyst produces H2 as the only byproduct. Mechanistic investigations provide evidence for an unexpected two-step reaction pathway, which involves dehydrogenative incorporation of O2 into the ether to give a peroxobisether intermediate followed by cleavage of the peroxy bond to form two ester molecules, releasing stoichiometric H2 gas in each step. The operational simplicity and environmental friendliness of this methodology affords a useful alternative for performing oxidation, while the unique ability of the catalyst in oxygenating a substrate via dehydrogenation points to a new direction for understanding metalloenzymes and designing new biomimetic catalysts.
