4067-83-8Relevant academic research and scientific papers
Rhodium-Catalyzed Dehydrogenative Annulation of N-Arylmethanimines with Vinylene Carbonate for Synthesizing Quinolines
Hu, Yan,Nan, Jiang,Yin, Jiacheng,Huang, Guanjie,Ren, Xin,Ma, Yangmin
, p. 8527 - 8532 (2021/11/13)
Here we report a novel Rh-catalyzed C-H/C-H alkenylation of N-arylmethanimines with vinylene carbonate acting as a vinylene unit. Forty examples of C3,C4-nonsubstituted quinolines were achieved from commercially available starting materials. This identified process features an exceedingly simple system, a lower loading of catalyst, and the capacity for postfunctionalization with bioactive molecules.
Near-infrared emission electrostimulation response type iridium (III) complex as well as preparation method and application thereof
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Paragraph 0021, (2021/10/20)
The invention discloses a near-infrared emission electrostimulation response type iridium (III) complex and a preparation method and application thereof, wherein the iridium (III) complex is formed by combining a cyclometalC ^ ^ N ligand with a large conj
Synthesis of quinolines through copper-catalyzed intermolecular cyclization reaction from anilines and terminal acetylene esters
Zheng, Zhilei,Deng, Guobo,Liang, Yun
, p. 103478 - 103481 (2016/11/13)
A simple and convenient copper-catalyzed intermolecular cyclization reaction for the synthesis of quinolines from anilines and terminal acetylene esters has been developed. This methodology constructs the C-N and C-C bonds successively via a cascade process, and provides the desired products in moderate to good yields.
An Unexpected Construction of 2-Arylquinolines from N-Cinnamylanilines through sp3 Ci-H Aerobic Oxidation Induced by a Catalytic Radical Cation Salt
Liu, Fang,Yu, Liangliang,Lv, Shiwei,Yao, Junjun,Liu, Jing,Jia, Xiaodong
supporting information, p. 459 - 465 (2016/02/12)
An unexpected reaction of cinnamylanilines was achieved through the radical cation salt-induced aerobic oxidation of sp3 C-H bonds, providing a series of 2-arylquinolines. The mechanistic study shows that the cinnamylaniline was oxidized to an imine, which was attacked by the aniline generated through decomposition of the corresponding imine. After further intramolecular cyclization and aromatization, 2-arylquinolines were obtained. This reaction provides a new method to construct 2-arylquinolines from readily accessible starting materials.
Catalytic arylation of a C-H bond in pyridine and related six-membered N-heteroarenes using organozinc reagents
Hyodo, Isao,Tobisu, Mamoru,Chatani, Naoto
supporting information; experimental part, p. 1357 - 1365 (2012/08/08)
Despite significant advances in the catalytic direct arylation of heteroarenes, the application of this reaction to pyridines has been met with limited success. An oxidative nucleophilic arylation strategy has been developed to overcome this problem. Pyridine, pyrazine, quinolone, and related electron-deficient N-heteroarenes can be arylated at the most electrophilic site using the developed nickel-catalyzed reaction. This protocol serves as a complementary method to catalytic direct arylation reactions. Less is more: Pyridine, pyrazine, quinoline and related electron-deficient N-heteroarenes can be arylated at the most electrophilic site using organozinc reagents through nickel catalysis. This protocol serves as a complementary method to catalytic direct arylation reactions. Copyright
Direct functionalization of benzoquinolines
Mamane, Victor,Louerat, Frederic,Fort, Yves
experimental part, p. 90 - 93 (2010/09/18)
The first direct lithiation of the pyridine ring of benzo[h]- and benzo[f]- quinolines is reported. The method allowed the introduction of different electrophiles (Cl, Br and SPh) in 2-position. Other groups were introduced by direct nucleophilic addition of alkyllithiums allowing further transformations to functional groups such as esters and thiolesters.
Efficient and highly selective method for the synthesis of benzo(naphtho)quinoline derivatives catalyzed by iodine
Wang, Xiang-Shan,Zhou, Jie,Yin, Ming-Yue,Yang, Ke,Tu, Shu-Jiang
supporting information; experimental part, p. 266 - 269 (2010/08/19)
A mild, efficient, and highly selective method for the synthesis of pyranoquinoline and furoquinoline derivatives via a three-component reaction of aromatic aldehyde, naphthalen-2-amine or anthracen-2-amine and 2,3-dihydrofuran, or 3,4-dihydro-2H-pyran catalyzed by iodine is described. It should be noted that exo-isomer was obtained with high selectivity in good yields, which was confirmed by X-ray diffraction analysis. The 3-arylbenzo(naphtha)[f]quinolines were isolated in high yields when the chain n-butylvinyl ether was used as reactant, with the unexpected loss of the butoxy group.
Stable Nitroxide Radicals. Reaction between 2-Cyano- and 4-Cyanobenzoquinoline N-Oxides and the Grignard Reagent
Colonna, Martino,Greci, Lucedio,Poloni, Marino
, p. 1473 - 1477 (2007/10/02)
2,2-Diphenylbenzoquinolinenitroxide radicals were obtained starting from 2-phenyl-, 2-cyano-, 4-cyanobenzoquinoline N-oxides with phenylmagnesium bromide.The elimination of bromomagnesium hydride from 2-unsubstituted benzoquinoline N-oxides and cyanomagnesium bromide from the 2- or 4-cyanobenzoquinoline N-oxides is discussed.
