67176-94-7Relevant academic research and scientific papers
Three-component reaction of arynes, quinolines, and chloroform: Two-step synthesis of 2-quinolinones from quinolines
Inomata, Shiho,Nagahora, Noriyoshi,Okuma, Kentaro,Qu, Yuxuan
, p. 1149 - 1158 (2021/06/21)
Reaction of quinoline with benzyne prepared from benzenediazonium-2-carboxylate and chloroform gave 1-phenyl-2-trichloromethyl-1,2-dihydroquinoline in 79% yield. Basic hydrolysis of dihydroquinoline by KOH resulted in the formation of 2-quinolinone in 85%
Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions
Li, Xiao-Hua,Ye, Ai-Hui,Liang, Cui,Mo, Dong-Liang
, p. 1699 - 1710 (2018/02/06)
An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y 1 lead compound analogue could be prepared in good yield over two steps.
Visible-Light-Photocatalyzed Synthesis of Phenanthridinones and Quinolinones via Direct Oxidative C-H Amidation
Moon, Yonghoon,Jang, Eunyoung,Choi, Soyeon,Hong, Sungwoo
supporting information, p. 240 - 243 (2018/01/17)
A straightforward synthetic strategy to construct biologically relevant phenanthridinones and quinolinones was developed via visible-light-promoted direct oxidative C-H amidation. In this photocatalytic system, amidyl radicals can be generated by homolysis of the N-H bond of simple amide precursors via single-electron transfer under blue LED illumination, which leads to oxidative intramolecular C-H amidation. Moreover, an efficient synthetic strategy using a photocascade enabled facile assembly of quinolinone structures through a catalytic sequence involving triplet energy (ET) transfer-based E/Z olefin isomerization and subsequent photocatalytic generation of amidyl radical intermediates.
Palladium-catalyzed [3+3] annulation between diarylamines and α,β-unsaturated acids through C-H activation: Direct access to 4-substituted 2-quinolinones
Kancherla, Rajesh,Naveen, Togati,Maiti, Debabrata
supporting information, p. 8360 - 8364 (2015/06/02)
A C-H activation strategy has been successfully employed for the high-yielding synthesis of a diverse array of 4-substituted 2-quinolinone species by a palladium-catalyzed dehydrogenative coupling involving diarylamines. This intermolecular annulation app
Reversibility in Lewis-acid promoted reactions of N-arylcinnamamides
Elliott, Mark C.,Wordingham, Stuart V.
, p. 898 - 900 (2007/10/03)
The Lewis-acid promoted cyclisation reactions of N-arylcinnamamides have been investigated. With aluminium chloride a range of products were obtained, while much more selective cyclisation reactions were observed with bismuth chloride.
An efficient route from coumarins to highly functionalized N-phenyl-2-quinolinones via Buchwald-Hartwig amination
Ullrich, Thomas,Giraud, Francis
, p. 4207 - 4211 (2007/10/03)
Multiple substituted N-phenyl-2-quinolinones were obtained in a convenient four-step route from a variety of commercially available coumarins, utilizing customised Buchwald-Hartwig amination protocols for the key reaction. Whereas simple aminolysis of cou
