New protocols for the synthesis of 3,4-annulated and 4-substituted quinolines from β-bromo α,β-unsaturated aldehydes and 1-bromo-2-nitrobenzene or 2-bromoacetanilide

Some, SurajitRay, Jayanta KBanwell, MartinJones, Matthew2015-12-070040-4039http://hdl.handle.net/1885/26960The palladium[0]-mediated Ullmann cross-coupling of readily available β-bromo-α,β-unsaturated aldehydes of the general form 2 with 1-bromo-2-nitrobenzene (3, X = Br) delivers products, 4, that undergo reductive cyclization to novel quinolines (5) uponKeywords: acetanilide derivative; aldehyde derivative; ammonium chloride; bromine derivative; indium; nickel; nitrobenzene derivative; palladium; potassium carbonate; quinoline derivative; annulation reaction; aqueous solution; article; cross coupling reaction; cyc Quinolines; Reductive cyclization; Ullmann reaction; Vilsmeier-Haack haloformylationNew protocols for the synthesis of 3,4-annulated and 4-substituted quinolines from β-bromo α,β-unsaturated aldehydes and 1-bromo-2-nitrobenzene or 2-bromoacetanilide200710.1016/j.tetlet.2007.03.0782015-12-07