2007
DOI: 10.1016/j.tet.2007.01.050
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New vistas in quinoline synthesis

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Cited by 77 publications
(23 citation statements)
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“…All reagents were purchased from Sigma-Aldrich and TCI. 9,9-Dimethyl-N-(9,9-dimethyl-9H-fluoren-7-yl)-N-phenyl-9 H-fluoren-2-amine 10 and (2-amino-5-bromophenyl)phenyl-methanone 19 were synthesized using a modified procedure of previous references.…”
Section: Methodsmentioning
confidence: 99%
“…All reagents were purchased from Sigma-Aldrich and TCI. 9,9-Dimethyl-N-(9,9-dimethyl-9H-fluoren-7-yl)-N-phenyl-9 H-fluoren-2-amine 10 and (2-amino-5-bromophenyl)phenyl-methanone 19 were synthesized using a modified procedure of previous references.…”
Section: Methodsmentioning
confidence: 99%
“…The substitution of the chlorine atom with morpholine was performed following a procedure inspired from Masciadri study 40 using N,NDiisopropylethylamine (DIPEA) and DMF in a sealed tube heated at 100°C. The monoreduction of the morpholine-PDCA derivative (15) was realized with NaBH 4 in MeOH with an adequate amount of CH 2 Cl 2 in order to dissolve the compound.…”
Section: Scheme 4: Structural Modifications Considered By Introductiomentioning
confidence: 99%
“…6,7 In this reaction, substituted anilines or 2-carbonyl-substituted anilines (C-C-C-N unit) react with carbonyl compounds containing a reactive α-methylene group (C-C unity). Generally, the reactive α-methylene group is part of unsymmetrical ketones, 8 1,3-dicarbonyl compounds 9 or β-ketoesters. [10][11][12] Quinolines from these precursors present a 3-acyl group such as acetyl, benzoyl, thienyl, furyl, carboxylate and trifluoroacetyl.…”
Section: Introductionmentioning
confidence: 99%
“…[10][11][12] Quinolines from these precursors present a 3-acyl group such as acetyl, benzoyl, thienyl, furyl, carboxylate and trifluoroacetyl. 9 However, quinolines with electron-withdrawing groups such as perfluoroalkyl, trichloromethyl and dichloromethyl groups attached at 3-position cannot be obtained from unsymmetrical ketones, 8 1,3-dicarbonyl compounds 9 or β-ketoesters due to the difficulty to obtain the precursors.…”
Section: Introductionmentioning
confidence: 99%