1813-29-2Relevant articles and documents
Low-water-content diazomethane-d2 and its isotopic assay
Strazzolini, Paolo,Giumanini, Angelo G.,Verardo, Giancarlo
, p. 2943 - 2946 (1996)
A multiple D2O-CH2N2 exchange followed by a final anhydrification with K2CO3 gave an alcohol-free low-water-content ether solution of CD2N2. Procedural improvements for the excha
Halogenation of fluorinated cyclic 1,3-dicarbonyl compounds: new aspects of synthetic application
Sevenard, Dmitri V.,Vorobyev, Mikhail,Sosnovskikh, Vyacheslav Ya.,Wessel, Helma,Kazakova, Olesya,Vogel, Vera,Shevchenko, Nikolay E.,Nenajdenko, Valentine G.,Lork, Enno,R?schenthaler, Gerd-Volker
experimental part, p. 7538 - 7552 (2009/12/06)
In order to elaborate on an approach towards 2-(fluoroacyl)phenols being the superior alternative to the conventional Fries-rearrangement based methodology, the behaviour of cyclic fluorinated 1,3-dicarbonyls in reactions with halogenating agents was examined. The synthetic relevance of the polyhalogenated compounds obtained was demonstrated by the synthesis of several new heterocycles. An aromatization via a halogenation-dehydrohalogenation sequence proved to be a rewarding synthetic route to 2-(fluoroacyl)phenols and previously unknown 3-(fluoroacyl)thiochromones. The structure of one of the synthesized compounds was confirmed by X-ray diffraction analysis.
A new finding in selective Baeyer-Villiger oxidation of α-fluorinated ketones; a new and practical route for the synthesis of α-fluorinated esters
Kobayashi, Satoru,Tanaka, Hiroaki,Amii, Hideki,Uneyama, Kenji
, p. 1547 - 1552 (2007/10/03)
α-Fluorinated esters were effectively prepared by the Baeyer-Villiger oxidation of α-fluorinated ketones with m-chloroperbenzoic acid (m-CPBA) under mild conditions. The yield of the esters was influenced by the choice of solvent, base, and substituent on the aryl group of the ketones. 4-Methoxyphenyl substituted fluoroketones were oxidized almost quantitatively with m-CPBA within 10 min to 12 h at room temperature using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as a cosolvent with CH2Cl2 (1:1, v/v) and aqueous buffer (KH2PO4-NaOH, pH 7.6) as an additive base. The oxidation reaction rates of α-fluorinated ketones were higher than those of the corresponding non-fluorinated ketones. The fluorine atom at α-position of fluoromethyl aryl ketones enhanced the reactivity in the Baeyer-Villiger oxidation.