70243-84-4Relevant academic research and scientific papers
Diastereoselective synthesis of dihydro-quinolin-4-ones by a borane-catalyzed redox-neutral endo-1,7-hydride shift
Wicker, Garrit,Schoch, Roland,Paradies, Jan
supporting information, p. 3626 - 3630 (2021/05/10)
The borane-catalyzed synthesis of dihydroquinoline-4-ones is developed. The amino-substituted chalcones undergo a 1,7-hydride shift upon Lewis acid activation to form a zwitterionic iminium enolate, which collapses to the dihydroquinoline-4-one scaffold.
Versatile synthesis of novel tetrahydroquinolines as potentially active semicarbazide-sensitive amine oxidase (SSAO) inhibitors via tert-Amino effect
Deme, Ruth,Schlich, Michele,Mucsi, Zoltán,Karvaly, Gellért,Tóth, Gergo,Mátyus, Péter
, p. 164 - 196 (2016/10/22)
Several aminomethyl tetrahydroquinoline derivatives were synthesized in a facile three-ste procedure, in order to develop a semicarbazide-sensitive amine oxidase (SSAO) inhibitor library as proved by in vitro test on rat aorta microsomal fraction. The eff
Metal-free oxidation/C(sp3)iH functionalization of unactivated alkynes using pyridine-N-oxide as the external oxidant
Chen, Dian-Feng,Han, Zhi-Yong,He, Yu-Ping,Yu, Jie,Gong, Liu-Zhu
, p. 12307 - 12310 (2013/02/22)
Externally yours: 2,3-Dihydroquinolin-4(1H)-ones are obtained in moderate to good yields (40-84 %, see scheme) in a metal-free oxidation/C(sp 3)iH functionalization of unactivated aryl alkynes. 2,6-Dichloropyridine-N-oxide is used as an external oxidant. In the reaction, a Bronsted acid, not a metal, plays a key role in the triple CiC bond activation. Copyright
NOVEL APPLICATIONS OF THE "t-AMINO EFFECT" IN HETEROCYCLIC CHEMISTRY. SYNTHESIS OF A PYRROLOQUINAZOLINE AND 5H-PYRROLOBENZOTHIAZINES
Verboom, W.,Hamzink, M. R. J.,Reinhoudt, D. N.,Visser, R.
, p. 4309 - 4312 (2007/10/02)
1-(1-Pyrrolidinyl)benzenes substituted with an imino- or an in situ generated thiocarbonyl group in the 2-position rearrange upon heating to quinazoline and benzothiazine derivatives, respectively.
