1002576-36-4Relevant academic research and scientific papers
Lanthanum Pentafluorobenzoate-Catalyzed Aerobic Oxidative Olefination of Benzylamines with 2-Methylquinoline through Deamination and C-H Bond Functionalization
Mao, Dan,Zhu, Xiaoyan,Hong, Gang,Wu, Shengying,Wang, Limin
, p. 2481 - 2484 (2016)
An efficient direct aerobic oxidative olefination of the methyl groups of 2-methylquinolines with benzylamines in the presence of a rare-earth-metal Lewis acid catalyst to give 2-styrylquinolines was successfully developed. Preliminary mechanistic studies revealed that the oxidative olefination reaction proceeds through a Lewis acid-catalyzed 2-methylquinoline-aldehyde condensation and an amine-aldehyde condensation.
Color-Tunable Light-up Bioorthogonal Probes for In Vivo Two-Photon Fluorescence Imaging
Dou, Yandong,Wang, Yajun,Duan, Yukun,Liu, Bin,Hu, Qinglian,Shen, Wei,Sun, Hongyan,Zhu, Qing
, p. 4576 - 4582 (2020)
Light-up bioorthogonal probes have attracted increasing attention recently due to their capability to directly image diverse biomolecules in living cells without washing steps. The development of bioorthogonal probes with excellent fluorescent properties
Metal-free oxidative olefination of primary amines with benzylic C-H bonds through direct deamination and C-H bond activation
Gong, Liang,Xing, Li-Juan,Xu, Tong,Zhu, Xue-Ping,Zhou, Wen,Kang, Ning,Wang, Bin
supporting information, p. 6557 - 6560 (2014/08/18)
An oxidative olefination reaction between aliphatic primary amines and benzylic sp3 C-H bonds has been achieved using N-bromosuccinimide as catalyst and tert-butyl hydroperoxide as oxidant. The olefination proceeds under mild metal-free conditions through direct deamination and benzylic C-H bond activation, and provides easy access to biologically active 2-styrylquinolines with (E)-configuration. This journal is the Partner Organisations 2014.
Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes
Mao, Dan,Hong, Gang,Wu, Shengying,Liu, Xin,Yu, Jianjun,Wang, Limin
, p. 3009 - 3019 (2014/05/20)
Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes have been investigated. Series of azaarene derivatives were afforded by this reaction. 2-(Pyridin-2-yl)ethanols with common substituents were formed through the LiNTf2-promoted aldol reaction for the first time. 2-Alkenylpyridines, exclusively in the form of the E isomers, were synthesized in the presence of LiNTf2 cooperated with H2NTf. In the presence of La(Pfb)3 as catalysis, 2-alkenylquinolines were obtained in high yields through the reactions between 2-methylquinolines and aldehydes under air.
Iron-catalyzed C(sp3)-H functionalization of methyl azaarenes: A green approach to azaarene-substituted α- Or β-hydroxy carboxylic derivatives and 2-alkenylazaarenes
Pi, Danwei,Jiang, Kun,Zhou, Haifeng,Sui, Yuebo,Uozumi, Yasuhiro,Zou, Kun
, p. 57875 - 57884 (2015/01/08)
Bioactive azaarene-substituted lactic acids, β-hydroxy esters, 3-hydroxy-2H-indol-2-ones, and 2-alkenylazaarenes were prepared in moderate-to-excellent yields via C(sp3)-H functionalization of methyl azaarenes with carbonyl compounds in the presence of iron(ii) acetate as an inexpensive, nontoxic, efficient catalyst. The application of this atom-, step-economic, and environmentally friendly method was demonstrated by a gram-scale synthesis of 3-[(E)-2-(7-chloroquinolin-2-yl)vinyl]benzaldehyde, a key intermediate of leukotriene receptor antagonist (Montelukast).
