- Synthesis of (arylimido)vanadium complexes and their application for oxidative coupling reactions of silyl enol ether derivatives
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(Arylimido)vanadium(v) complexes, V(NAr)(OEt)Cl2 [Ar = C 6H5, p-BrC6H4, p-(MeO)C 6H4] or V(NAr)Cl3 [Ar = o-BrC6H 4, o-(MeO)C6H4] were synthesized by the reaction of VO(OEt)Cl2 or VOCl3, respectively, with the corresponding aryl isocyanates. X-Ray crystal structure determination for V(NAr)(OEt)Cl2 (Ar = C6H5 and p-BrC 6H4) elucidates the alkoxido-bridged dimeric building blocks [V(NAr)(OEt)Cl2]2, wherein the substituent on the benzene ring was found to affect the character of the imido nitrogen. The 51V NMR spectroscopic measurements indicated that the electronic state of the vanadium metal centre depends on the ligands connecting to the vanadium and the substituents on the benzene ring. The selective oxidative cross-coupling reaction of silyl ketene acetal with silyl enol ether was achieved using V(Np-BrC6H4)Cl3 or V(No-BrC 6H4)Cl3.
- Nishina, Masafumi,Moriuchi, Toshiyuki,Hirao, Toshikazu
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- Copper-Catalyzed Alkylation of Silyl Enol Ethers with Sterically Hindered α-Bromocarbonyls: Access to the Histamine H3Receptor Antagonist
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A general and efficient copper-catalyzed alkylation of silyl enol ethers with functionalized alkyl bromides has been developed for the synthesis of the sterically hindered γ-ketoesters. The transformation was induced through C(sp3)-halogen activation of commercially available sterically hindered alkyl bromides under mild conditions in good results. The strategy could be used for the synthesis of biologically active histamine H3 receptor (H3R) antagonist for medicinal purposes.
- Li, Dengke
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p. 609 - 618
(2020/12/23)
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- Oxovanadium-Induced Oxidative Desilylation for the Selective Synthesis of 1,4-Diketones
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Silyl enol ethers underwent the VO(OR)Cl2-induced homo- or cross-coupling giving 1,4-diketones selectively via one-electron oxidative desilylation.
- Fujii Takashi,Hirao, Toshikazu,Ohshiro, Yoshiki
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p. 5823 - 5826
(2007/10/02)
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- Effects of iodide ion and amines on the free radical alkylation of 1,4-enediones by alkylmercury halides
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Iodide ion promotes the photostimulated reductive alkylation of α,β-unsaturated ketones by electron transfer from RHgI2- to the adduct enolyl radicals. Amines such as Dabco can promote oxidative alkylation by removal of a proton from the adduct
- Russell,Kim
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p. 6273 - 6276
(2007/10/02)
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