14505-86-3Relevant articles and documents
Phenanthrenequinone-Sensitized Photocatalytic Synthesis of Polysubstituted Quinolines from 2-Vinylarylimines
Talvitie, Juulia,Alanko, Iida,Bulatov, Evgeny,Koivula, Juho,P?ll?nen, Topias,Helaja, Juho
supporting information, p. 274 - 278 (2022/01/04)
Visible-light-excited 9,10-phenanthrenequinone (PQ*) was used as a photocatalyst for the synthesis of polysubstituted quinolines via the electrocyclization of 2-vinylarylimines. Up to quantitative yields of 2,4-disubstituted quinolines were received after 1 h of excitation with blue LEDs at room temperature when MgCO3 was used as an additive in DCM. On the basis of experimental and DFT studies, we propose that PQ? induces one-electron oxidation of the imine substrate that triggers the electrocyclization mechanism.
Cu(OAc)2-catalyzed direct radical C2 arylation of quinoline N-oxide with arylamines
Yuan, Jin-Wei,Liu, Shuai-Nan,Qu, Ling-Bo
, p. 2267 - 2275 (2017/03/24)
A Cu(OAc)2-catalyzed synthesis of 2-arylquinoline N-oxides with easily available arylamines is described. The main features of this reaction are mild reaction conditions, high functional-group tolerance, excellent regioselectivity, and good to excellent yields. This procedure is mild, operationally simple, and constitutes a greener approach to the arylation of quinoline N-oxides.
A Convenient Synthesis of Substituted Quinolines by Thermal Electrocyclic Rearrangement of o-Vinyl Anils under Nonacidic Conditions
Qiang, Lin Guo,Baine, Neil H.
, p. 4218 - 4222 (2007/10/02)
Anils 8a-g (Table II) underwent smooth rearrangement and oxidation to the quinolines 9a-g at 155-200 deg C via formation of the 2-3 carbon-carbon bond.These cyclizations proceeded in high yields under nonacidic conditions.It was often possible to prepare