133512-68-2Relevant academic research and scientific papers
Electrochemical intramolecular C-H/N-H functionalization for the synthesis of isoxazolidine-fused isoquinolin-1(2: H)-ones
Zhang, Lin-Bao,Geng, Rui-Sen,Wang, Zi-Chen,Ren, Guang-Yi,Wen, Li-Rong,Li, Ming
supporting information, p. 16 - 21 (2020/01/13)
A general and practical protocol for the construction of isoxazolidine-fused isoquinolin-1(2H)-ones has been described by electrochemical-oxidation-induced intramolecular annulation via amidyl radicals. In an undivided cell, isoquinolinones could be easily generated from various available amides bearing CONHOR groups under metal-free, additive-free and external oxidant-free conditions. Moreover, this transformation proceeded smoothly by using cheap 95% ethanol as the green solvent and could be extended to the gram scale.
Contra-Thermodynamic, Photocatalytic E→Z Isomerization of Styrenyl Boron Species: Vectors to Facilitate Exploration of Two-Dimensional Chemical Space
Molloy, John J.,Metternich, Jan B.,Daniliuc, Constantin G.,Watson, Allan J. B.,Gilmour, Ryan
supporting information, p. 3168 - 3172 (2018/02/26)
Designing strategies to access stereodefined olefinic organoboron species is an important synthetic challenge. Despite significant advances, there is a striking paucity of routes to Z-α-substituted styrenyl organoborons. Herein, this strategic imbalance is redressed by exploiting the polarity of the C(sp2)?B bond to activate the neighboring π system, thus enabling a mild, traceless photocatalytic isomerization of readily accessible E-α-substituted styrenyl BPins to generate the corresponding Z-isomers with high fidelity. Preliminary validation of this contra-thermodynamic E→Z isomerization is demonstrated in a series of stereoretentive transformations to generate Z-configured trisubstituted alkenes, as well as in a concise synthesis of the anti-tumor agent Combretastatin A4.
Regioselective fluorination of 1-(2,2-dibromovinyl)benzene derivatives with wet tetra-n-butylammonium fluoride: One-pot synthesis of (Z)-1-(2-bromo-1-fluorovinyl)benzenes
Zhao, Mingzhu,Ming, Ling,Tang, Jialiang,Zhao, Xiaoming
supporting information, p. 416 - 419 (2016/02/19)
A direct fluorination of 1-(2,2-dibromovinyl)benzene derivatives using wet tetra-n-butylammonium fluoride (TBAF·3H2O) as either a base or a fluorine source in toluene was accomplished, which provided (Z)-1-(2-bromo-1-fluorovinyl)benzene compoun
Silver-assisted difunctionalization of terminal alkynes: Highly regio- and stereoselective synthesis of bromofluoroalkenes
Li, Yibiao,Liu, Xiaohang,Ma, Deyun,Liu, Bifu,Jiang, Huanfeng
supporting information, p. 2683 - 2688 (2013/01/15)
The difunctionalization of terminal alk- ACHTUNGTRENUNGynes was achieved with silver fluoride (AgF) and N-bromosuccinimide (NBS) as halogen sources. The presence of the halide moiety greatly enhances the reactivity of the vinyl fluoride compounds that can probably can be transformed into various products that are difficult or even impossible to obtain via direct fluorination. Meanwhile, the monofluoro alkenes were facilely synthesized via a highly chemo- and regioselective fluorination of electron-deficient C-C triple bonds using AgF as fluorinating reagent in good yields
A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics
Williams, David R.,Fultz, Micheal W.,Christos, Thomas E.,Carter, Jeffery S.
supporting information; experimental part, p. 121 - 124 (2010/03/03)
The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed a
Regio- and Stereoselective Synthesis of Fluorinated Enynes and Dienes via 1,1- or 1,2-Halofluoroalkenes
Eddarir, Said,Francesch, Charlette,Mestdagh, Helene,Rolando, Christian
, p. 741 - 756 (2007/10/03)
Monofluorinated enynes and dienes were synthesized stereospecifically through palladium-catalyzed condensation of 1-halo-1-fluoroalkenes or 1-halo-2-fluoroalkenes with monosubstituted alkynes or alkenes, or with allyltributyltin.The various halofluoroalke
Synthesis of fluorinated enynes and dienes via 1-bromo 2-fluoro alkenes
Eddarir,Mestdagh,Rolando
, p. 69 - 72 (2007/10/02)
A stereospecific synthesis of fluorinated enynes and dienes was performed through palladium-catalyzed condensation of 1-bromo-2-fluoroalkenes, synthesized either through 'BrF' addition to the corresponding alkynes or through bromine addition and HBr elimi
