862675-88-5Relevant academic research and scientific papers
Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones
Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu
, p. 3310 - 3314 (2021/05/29)
We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.
A convergent rhodium-catalysed asymmetric synthesis of tetrahydroquinolines
Li, Ho Yin,Horn, Joachim,Campbell, Amanda,House, David,Nelson, Adam,Marsden, Stephen P.
supporting information, p. 10222 - 10224 (2014/08/18)
Rh-catalysed conjugate additions of 2-aminophenyl boronic acid derivatives were exploited in diastereoselective and asymmetric syntheses of tetrahydroquinolines. In both cases, combinatorial variation of the substitution of the tetrahydroquinoline ring system was possible. This journal is the Partner Organisations 2014.
Asymmetric syntheses of 3,4-substituted tetrahydroquinoline derivatives by (-)-sparteine-mediated dynamic thermodynamic resolution of 2-(α- lithiobenzyl)-N-pivaloylaniline
Kim, Yongtae,Shin, Eun-Kyoung,Beak, Peter,Yong, Sun Park
, p. 3805 - 3808 (2008/02/09)
(-)-Sparteine-mediated dynamic thermodynamic resolution of 2-(α-lithiobenzyl)-N-pivaloylaniline was investigated. A temperature- and concentration-controlled epimerization-substitution sequence provides a simple protocol for the preparation of a highly en
Catalytic asymmetric synthesis with Rh-diene complexes: 1,4-Addition of arylboronic acids to unsaturated esters
Paquin, Jean-Francois,Stephenson, Corey R. J.,Defieber, Christian,Carreira, Erick M.
, p. 3821 - 3824 (2007/10/03)
(Chemical Equation Presented) A general route to enantioenriched tert-butyl 3,3-diarylpropanoates is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to unsaturated tert-butyl
