124467-22-7Relevant academic research and scientific papers
3-fluoro-2-quinolones from anilines
Maevers, Ursula,Berruex, France,Schlosser, Manfred
, p. 3223 - 3238 (1996)
N-(Fluoro-3-methoxyacryloyl)anilines [2-fluoro-3-methoxyprop-2-enanilides] can be prepared by condensation between lithium anilides and methyl 2-fluoro-3-methoxyprop-2-enoate. Under strongly acidic conditions, these intermediate undergo a cyclization reac
The tautomeric persistence of electronically and sterically biased 2-quinolinones
Volle, Jean-Noel,Maevers, Ursula,Schlosser, Manfred
experimental part, p. 2430 - 2438 (2009/04/06)
One dozen of tailormade model 3-fluoro-2(1H)-quinolinones were synthesized in order to be investigated by UV-, IR- and NMR spectroscopic techniques. All of these compounds were found to exist predominantly, if not exclusively, in the lactam (carboxamide,
Metalated Fluoropyridines and Fluoroquinolines as Reactive Intermediates: New Ways for Their Regioselective Generation
Shi, Guo-qiang,Takagishi, Sadahito,Schlosser, Manfred
, p. 1129 - 1134 (2007/10/02)
The mixture of lithium diisopropylamide and potassium tert-butoxide ("LIDA-KOR reagent") is a powerful base which can be advantageously employed for the regioselective deprotonation of fluoropyridines and, in particular, 3-fluoroquinoline.A novel cyclization process was elaborated for the preparation of the latter product.
REACTIONS OF 3-SUBSTITUTED QUINOLINE 1-OXIDES WITH ACYLATING AGENTS
Miura, Yutaka,Takaku, Sakae,Nawata, Yoshiharu,Hamana, Masatomo
, p. 1579 - 1586 (2007/10/02)
Reactions of 3-fluoro- (1a), 3-bromo- (1b), 3-methyl- (1c), 3-methoxy- (1d) and 3-acetamidoquinoline 1-oxides (1e) with acylating agents (POCl3, Ac2O, TsCl and PhCOCl) were examined (Table).While only 2-substituted quinolines were obtained from 1a and 1b, fair amounts of 4-substituted products were formed in reactions of 1d, the sole formation of the 4-acetoxyquinoline (6) with Ac2O being the most significant result. 2-Chloroquinolines, 4-chloroquinolines and 2-tosyloxyquinolines were formed (and sometimes predominate) in addition to 2-quinolinones in reactions with TsCl.
