5447-69-8Relevant academic research and scientific papers
Photocatalytic Giese-Type Reaction with Alkylsilicates Bearing C,O-Bidentate Ligands
Morofuji, Tatsuya,Matsui, Yu,Ohno, Misa,Ikarashi, Gun,Kano, Naokazu
supporting information, p. 6713 - 6718 (2021/02/26)
Herein, a photocatalytic Giese-type reaction with alkylsilicates bearing C,O-bidentate ligands as stable alkyl radical precursors has been reported. The alkylsilicates were prepared in one step from organometallic reagents. Not only primary, secondary, and tertiary alkyl radicals, but also elusive methyl radicals, could be generated by using the present reaction system. The generated radicals were trapped by electron-deficient olefins bearing various functional groups to give the desired alkyl adducts. The silicon byproduct can be recovered after the photoreaction. The radical generation process was investigated by theoretical calculations, which provided an insight into the facile generation of methyl radicals from methylsilicate bearing C,O-bidentate ligands.
Alkyl radical precursor and application thereof in establishing C-C bond
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Paragraph 0145; 0146; 0148, (2018/09/14)
The invention provides a precursor for generating an alkyl radical based on the visible light induction and a novel method for generating the radical. The alkyl sulfenamide is used as the radical precursor to generate the alkyl radical by virtue of the C-S bond cracking accelerated by the visible light, and then the alkyl radical is applied to the chemical reaction for establishing a C-C bond. Thereaction system has the characteristic of high efficiency, and has important scientific significance and application value for researching the novel C-C bond formation reaction, organic synthesis, drug synthesis and the like. In general, the invention provides a novel general method having practical application value. The thioalcohol (thioether) with rich resources is converted to a tool for derivating the alkyl radical.
A Desulfurative Strategy for the Generation of Alkyl Radicals Enabled by Visible-Light Photoredox Catalysis
Xue, Fei,Wang, Falu,Liu, Jiazhen,Di, Jiamei,Liao, Qi,Lu, Huifang,Zhu, Min,He, Liping,He, Huan,Zhang, Dan,Song, Hao,Liu, Xiao-Yu,Qin, Yong
supporting information, p. 6667 - 6671 (2018/06/11)
Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible-light photoredox catalysis. A process that involves the generation of N-centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to forming the corresponding alkyl radical species. This strategy has been successfully applied to conjugate addition reactions that features mild reaction conditions, broad substrate scope (>60 examples), and good functional-group tolerance.
Tetraorganogallate complexes in organic chemistry: Michael addition to α, β-unsaturated compounds
Han, Ying,Huang, Yao-Zeng,Fang, Lei,Tao, Wen-Tian
, p. 867 - 876 (2007/10/03)
Tetraorganogallate complexes, prepared in situ by addition of an organolithium reagent to a triorganogallium, reacted smoothly with α,β- unsaturated compounds to give Michael addition products in high yields, and mixed gallates display very high chemoselectivity in the transfer of one of their ligands.
Stereocontrol in the intramolecular Buchner reaction of diazoketones
Maguire, Anita R.,Buckley, N. Rachael,O'Leary, Patrick,Ferguson, George
, p. 4077 - 4091 (2007/10/03)
Rhodium(II) acetate catalysed intramolecular Buchner cyclisation of a series of diazoketones 1 proceeds with excellent diastereoselectivity to produce the trans substituted azulenones 2, which exist as a rapidly equilibrating cycloheptatriene-norcaradiene system, from which the norcaradiene tautomers can be efficiently trapped as PTAD cycloadducts 4. The cyclisation-cycloaddition sequence can be conducted in either a stepwise or a tandem process, leading to the pentacyclic systems 4 as a single diastereomer in each case. In the reaction of diazoketone If intramolecular cyclopropanation competes with cyclisation to the aromatic ring.
ORGANOMANGANESE (II) REAGENTS XV. CONJUGATE ADDITION OF ORGANOMANGANESE REAGENTS TO ALKYLIDENEMALONIC ESTERS AND RELATED COMPOUNDS
Cahiez, Gerard,Alami, Mouad
, p. 4163 - 4176 (2007/10/02)
Organomanganese reagents react with alkylidenemalonic esters or related compounds to give the conjugate addition products in good yields.Several examples illustrate the scope and the efficiency of this reaction.
