78811-35-5Relevant academic research and scientific papers
Alkyl radical precursor and application thereof in establishing C-C bond
-
Paragraph 0108; 0109; 0122, (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.
Polar Substituent Effects in Additions of Alkyl Radicals to Alkenes
Giese, Bernd,Meixner, Juergen
, p. 2138 - 2145 (2007/10/02)
Reduction of cyclohexylmercuric salts (7) with NaBH4 yields cyclohexyl radicals (8).Their rel. rates of addition to substituted styrenes 4, acrylic esters 5 and acrylonitriles 6 have been measured.Comparison with Hammett ?-values shows, that substituents at the non attacked vinylic carbon atom show polar effects mainly (Table 1).The effect of a substituent variation increases with increase of the reactivity of the alkenes (Table 2).Mesomeric and steric effects play only a minor role.
