A novel and efficient synthesis of 2-substituted quinazolin-4(3H)-ones by the reaction of (het)arylmethanamines with isatoic anhydride

Abstract

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Copper-catalyzed intramolecular domino synthesis of 6H-chromeno[4,3-b]quinolines in green condition

“…In continuation of our research to prepare N-containing heterocycles, [23][24][25][26][27][28][29][30] herein we wish to report a green and siMple intramolecular domino condensation-aza-Diels-Alder reaction between electron-rich anilines Initially, to develop optimized condition, the reaction of 3,4-dimethoxyaniline 1a with aldehyde 2a affording 9,10-dimethoxy-6H-chromeno [4,3-b]quinoline 3aa was investigated as model reaction (Table 1). Heating the reaction mixture in water under reflux did not provide our goal (Entry 1).…”

Facile Non‐Transition Metal‐Catalyzed Synthesis of 2‐Thioxo‐2,3‐dihydroquinazolin‐4(1H)‐one Derivatives via One‐Pot Multicomponent Reactions

“…Following our ongoing efforts for the synthesis of quinazolinone derivatives, we hereby, report a method for the synthesis of 3‐alkyl/aryl‐2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives . The products are obtained from the multicomponent reaction of isatoic anhydride, aniline and amine derivatives, chloroform and sulfur in the presence of potassium tert ‐butoxide (Scheme ).…”

CuBr‐catalysed one‐pot multicomponent synthesis of 3‐substituted 2‐thioxo‐2,3‐dihydroquinazolin‐4(1H)‐one derivatives

“…Extending the chemistry of quinazolinone and its derivatives and the use of copper as catalyst in the reactions have been a goal of our research group. Following our ongoing efforts for the synthesis of quinazolinone derivatives, herein we report a method for the synthesis of 3‐substituted 2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives based on a tandem reaction through the reaction of methyl 2‐bromobenzoate, phenylisothiocyanate and sodium azide in the presence of copper bromide and l ‐proline (Scheme ).…”