40562-09-2Relevant academic research and scientific papers
Sequence-controlled radical polymerization of N-substituted maleimides with 1-methylenebenzocycloalkanes and the characterization of the obtained copolymers with excellent thermal resistance and transparency
Hisano, Miki,Takeda, Kyota,Takashima, Tsutomu,Jin, Zhengzhe,Shiibashi, Akira,Matsumoto, Akikazu
, p. 3314 - 3323 (2013)
The radical copolymerization of N-methyl, ethyl, n-butyl, and 2-ethylhexylmaleimides (RMIs) with 1-methylenebenzocycloalkanes (BCms) was carried out to fabricate thermally stable and transparent polymer materials. The copolymerization reactivity of BCms significantly depended on the carbon number of the ring structure of BCms. The analyses of the comonomer-copolymer composition curves and theoretical calculations results revealed that the sequence-controlled copolymerization of RMIs with BCms occurred in alternating and 2:1 fashions according to the BCms reactivity, which depends on the coplanarity of the exomethylene moiety and the benzene ring. The alternating and high-molecular-weight copolymers of BCms and RMIs exhibited excellent thermal and optical properties. We have demonstrated that the radical copolymerization of RMIs is useful not only as the method for high-performance transparent polymer production but also as the tool for the fundamental research of radical polymerization mechanism.
Intermolecular [4 + 2] process of N-acyliminium ions with simple olefins for construction of functional substituted-1,3-oxazinan-2-ones
Han, Xiaoli,Nie, Xiaodi,Feng, Yiman,Wei, Bangguo,Si, Changmei,Lin, Guoqiang
supporting information, p. 3526 - 3530 (2021/06/12)
An efficient approach to functionalized 4,6-disubstituted-and 4,6,6-trisubstituted-1,3-oxazinan-2-ones skeleton has been developed through the reaction of semicyclic N,O-acetals 4a and 4b with 1,1-disubstituted ethylenes 5 or 8. As a result of such a [4 +
Photoinduced [3+2] Annulation of Alkene with o-Iodoanilines: An Expedient Approach to Indolines
Zhao, Xinxin,Guo, Lin,Yang, Chao,Xia, Wujiong
supporting information, p. 1341 - 1348 (2020/11/19)
A highly regioselective [3+2] cyclization of alkenes with 2-iodoanilines under the irradiation of UV light is described. This general, metal-free strategy facilitates the direct preparation of 2-mono-/disubstituted indolines as well as spiroindolines through alkene carboamination in one step. Mechanistic studies suggested that the photochemical protocol proceeded via a radical pathway.
Visible-Light-Induced Meerwein Fluoroarylation of Styrenes
Tang, Hai-Jun,Zhang, Bin,Xue, Fei,Feng, Chao
supporting information, p. 4040 - 4044 (2021/05/26)
An unprecedented approach for assembling a broad range of 1,2-diarylethane derivatives with fluorine-containing fully substituted carbon centers was developed. The protocol features straightforward operation, proceeds under metal-free condition, and accommodates a large variety of synthetically useful functionalities. The critical aspect to the success of this novel transformation lies in using aryldiazonium salts as both aryl radical progenitor and also as single electron acceptor which elegantly enables a radical-polar crossover manifold.
Bridged Stilbenes: AIEgens Designed via a Simple Strategy to Control the Non-radiative Decay Pathway
Igawa, Kazunobu,Iwai, Riki,Konishi, Gen-ichi,Morokuma, Keiji,Sairi, Amir Sharidan,Sasaki, Shunsuke,Suenobu, Tomoyoshi,Suzuki, Satoshi
supporting information, p. 10566 - 10573 (2020/04/15)
To broaden the application of aggregation-induced emission (AIE) luminogens (AIEgens), the design of novel small-molecular dyes that exhibit high fluorescence quantum yield (Φfl) in the solid state is required. Considering that the mechanism of
Aqueous ZnCl2 Complex Catalyzed Prins Reaction of Silyl Glyoxylates: Access to Functionalized Tertiary α-Silyl Alcohols
Han, Man-Yi,Pan, Hong,Li, Pinhua,Wang, Lei
, p. 5825 - 5837 (2020/05/22)
An efficient Prins reaction of silyl glyoxylates in the presence of an aqueous ZnCl2 complex as a catalyst was developed, providing functionalized tertiary α-silyl alcohols in high yields under mild conditions. A preliminary investigation indicated that the aqueous ZnCl2 complex acted as a dual functional catalyst of Br?nsted and Lewis acid to activate the carbonyl groups of silyl glyoxylates via a dual-activation model.
Electrochemically Enabled Carbohydroxylation of Alkenes with H2O and Organotrifluoroborates
Xiong, Peng,Long, Hao,Song, Jinshuai,Wang, Yaohui,Li, Jian-Feng,Xu, Hai-Chao
supporting information, p. 16387 - 16391 (2018/11/23)
Unprecedented hydroxy-alkynylation and -alkenylation reactions of arylalkenes have been developed through electrochemically enabled addition of an organotrifluoroborate reagent and H2O across the double bond of the alkene. The use of electrochemistry to promote these oxidative alkene 1,2-difunctionalization reactions not only obviates the need for transition-metal catalysts and oxidizing reagents but also ensures high regio- and chemoselectivity to afford homopropargylic or homoallylic alcohols. The possibility of extending the electrochemical alkene difunctionalization strategy to other alkene carbo-heterofunctionalization reactions has been demonstrated.
Direct β-Selective Hydrocarboxylation of Styrenes with CO2 Enabled by Continuous Flow Photoredox Catalysis
Seo, Hyowon,Liu, Aofei,Jamison, Timothy F.
supporting information, p. 13969 - 13972 (2017/10/17)
The direct β-selective hydrocarboxylation of styrenes under atmospheric pressure of CO2 has been developed using photoredox catalysis in continuous flow. The scope of this methodology was demonstrated with a range of functionalized terminal styrenes, as well as α-substituted and β-substituted styrenes.
B(C6F5)3-Catalyzed Ring Opening and Isomerization of Unactivated Cyclopropanes
Zhang, Zi-Yu,Liu, Zhi-Yun,Guo, Rui-Ting,Zhao, Yu-Quan,Li, Xiang,Wang, Xiao-Chen
supporting information, p. 4028 - 4032 (2017/03/27)
Catalytic amounts of B(C6F5)3 promote the ring opening and subsequent isomerization of a series of unactivated cyclopropanes to afford terminal olefins in good yields when a hydrosilane and 2,6-dibromopyridine are employed as additives.
Synthesis of functionalized 2-isoxazolines as three-dimensional fragments for fragment-based drug discovery
Tran, Ngoc Chau,Dhondt, Heleen,Flipo, Marion,Deprez, Benoit,Willand, Nicolas
supporting information, p. 4119 - 4123 (2015/08/03)
Abstract The design of new sp3 and spiro-enriched fragments has been achieved from 1,3-dipolar cycloaddition between alkenes and chloro-oximes. The selection of reagents was performed to afford a panel of 2-isoxazoline-containing fragments that show desirable three dimensional (3D) characteristics to allow the probing of biologically-relevant chemical space. Principal moments of inertia (PMI) were calculated to evaluate the 3D diversity. The resulting 3D fragments with suitable physicochemical properties, especially a good solubility, will be used to improve the hit rate of our fragment-based screening.
