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1Electrochemical Oxidative Csp^3—H/S—H Cross-Coupling with Hydrogen Evolution for Synthesis of Tetrasubstituted Olefins显示文摘Tetrasubstituted olefins are significant scaffolds as they are prevalent in many biologically active compounds and versatile building blocks for organic synthesis. Herein, we report an electrochemical oxidative Csp^3—H/S—H cross-coupling reaction, in which various tetrasubstituted olefins were prepared under base-free, transition metal-free, and oxidants-free reaction conditions.Fangling Lu Zengzhuan Yang Tao Wang Tianhao Wang Yuying Zhang Yong Yuan Aiwen Lei 2019Chinese Journal of Chemistry2019,37,6:5
2Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation显示文摘We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.Zhilin Zhou Yong Yuan Yangmin Cao Jin Qiao Anjin Yao Jing Zhao Wanqing Zuo Wenjie Chen Aiwen Lei 2019Chinese Journal of Chemistry2019,37,6:4
3An Electrochemical Synthesis Approach for Tetrasubstituted Olefins显示文摘Since tetrasubstituted olefins serve as the key structure motifs in a large number of biologically active compounds,methods for synthesis of tetrasubstituted olefins are highly desirable.Among various synthetic methodologies,the most known strategies are the functionalization of olefins,alkynes,and allenes.For example,Zhang,Gosselin and co-workers prepared a series of tetrasubstituted olefins via Suzuki-Miyaura coupling (Scheme 1a).[1] Morandi and co-workers reported a palladium-catalyzed intermolecular aryliodination of internal alkynes (Scheme 1b).[2] Ma and co-workers prepared a series of tetrasubstituted olefins by using readily available organozinc reagents and 2,3-allenals (Scheme 1c).[3] Despite extensive advances,the reported methods often require pre-prepared starting materials,inevitably leading to some by-products.Recently,under the supervision of Prof.Wang and Lei,we and Yang et al.reported an unprecedented electrochemical oxidative Csp3-H/S-H cross-coupling reaction between thiophenols and acetonitrile (Scheme 1d),yielding a series of tetrasubstituted olefins under exogenous-oxidant-free conditions.Fangling Lu Yong Yuan 2019Chinese Journal of Chemistry2019,37,7:2
4Micellar Catalysis:Visible-Light Mediated Imidazo[1,2-a]pyridine C—H Amination with N-Aminopyridinium Salt Accelerated by Surfactant in Water显示文摘A light-promoted metal-free protocol for the amination of imidazo[1,2-a]pyridines with N-aminopyridinium salt by the assistance of surfactants in water was reported,charactering mild and environmentally benign conditions,as well as great functional group tolerance.Micelles with negatively charged polar surface and hydrophobic core formed from sodium dodecyl sulfate serve as an ideal medium for visible-light mediated radical reaction of cationic pyridine salt and imidazo[1,2-a]pyridine in aqueous phase.The electrostatic interaction between positively charged N-aminopyridinium and negatively charged surface of micelles is of great significance in this method.Zhonglie Yang Kun Cao Xiaoyan Peng Li Lin Danchen Fan Jun-Long Li Jingxia Wang Xiaobin Zhang Hezhong Jiang Jiahong Li 2021Chinese Journal of Chemistry2021,39,12:0
5Direct Electrochemical Synthesis of Sulfur-Containing Triazolium Inner Salts显示文摘Main observation and conclusion The electrochemical thiocyanation/cyclization of aldehyde hydrazones was developed under external oxidant-free and catalyst-free conditions.In contrast to previous thiocyanation,this electrosynthetic approach enabled a cascade C-H thiocyanation/cyclization through a mild,direct electrolysis manner in an undivided cell without the additive of halogens and stoichiometric oxidants.In this protocol,commercially available and inexpensive sodium thiocyanate was used,which played a dual role as a thiocyanation reagent and electrolyte.This strategy provides expedient access to functionalized sulfur-containing triazolium inner salts with ample scope and diverse functional group tolerance.Based on the findings of mechanistic studies,a reaction mechanism was proposed.Yueheng Li Zhixing Huang Guangquan Mo Wei Jiang Chengwei Zheng Pengju Feng Zhixiong Ruan 2021Chinese Journal of Chemistry2021,39,4:0
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