29653-27-8Relevant academic research and scientific papers
Electrolytic α-Bromination of Some α-Substituted Active Methylene Compounds
Torii, Sigeru,Uneyama, Kenji,Yamasaki, Noritsugu
, p. 819 - 820 (1980)
Electrolytic α-bromination of methyl α-substituted malonates and methyl α-substituted acetoacetates was accomplished in 73-84percent yields in dichloromethane containing tetraethylammonium bromide as an electrolyte and sodium methoxide as an enolizing reagent.
Intermolecular Photocatalytic C-H Functionalization of Electron-Rich Heterocycles with Tertiary Alkyl Halides
Swift, Elizabeth C.,Williams, Theresa M.,Stephenson, Corey R. J.
supporting information, p. 754 - 758 (2016/03/09)
The coupling of tertiary alkyl halides with electron-rich arenes is promoted by visible-light photoredox catalysis. Tris[2-phenylpyridinato-C2,N]iridium(III) [Ir(ppy)3] was the optimal catalyst, enabling direct reduction of the halide from the excited state, and thereby eliminating the requirement for a stoichiometric electron donor. High yields were obtained when the aromatic component was used in excess, although equimolar amounts afforded only slightly diminished yields. The reaction tolerates a number of functional groups, including allyl, ester, amide, or carbamate. The efficiency of this reaction has been improved through demonstration of scale-up in flow, and a new substituted Ir(ppy)3 derivative was isolated and characterized.
Electrooxidation of malonate and acetylacetate derivatives in the presence of halide ions
Okimoto, Mitsuhiro,Takahashi, Yukio
, p. 2215 - 2219 (2007/10/03)
β-Dicarbonyl compounds, such as dimethyl malonate derivatives and methyl acetoacetate derivatives, were electrooxidized in methanol in the presence of halogen ions to afford the corresponding dimethyl α-halomalonates and methyl α-halocarboxylates. Electrooxidation of bis(β-dimethoxycarbonyl) derivatives similarly afforded cyclic compounds and dihalides.
Mild Halogenation of Stabilized Ester Enolates by Cupric Halides
Shi, Xiao-Xin,Dai, Li Xin
, p. 4596 - 4598 (2007/10/02)
The reactions of various stabilized ester enolates of 2-keto, 2-(alkoxycarbonyl), 2-phosphoryl, and 2-(benzenesulfonyl) esters with cupric chloride or cupric bromide have been examined.The reactions lead to 2-halo esters in good to excellent yields under mild condition.Enolates which contain an unsaturated functionality such as a double bond, a triple bond, or an allylic or a benzylic moiety react with high chemoselectivity.
