1058062-00-2Relevant articles and documents
Convergent, regiospecific synthesis of quinolines from o- aminophenylboronates
Horn, Joachim,Marsden, Stephen P.,Nelson, Adam,House, David,Weingarten, Gordon G.
supporting information; experimental part, p. 4117 - 4120 (2009/05/27)
(Chemical Equation Presented) A direct convergent two-component synthesis of quinolines from αβ-unsaturated ketones and o-aminophenylboronic acid derivatives is reported. The reaction is regiocomplementary to the traditional Skraup-Doebner-Von Miller synthesis and proceeds under basic rather than strongly acidic conditions. Quinolines substituted in the benzenoid ring can be accessed by using substituted o-aminophenylboronates prepared by direct palladium-catalyzed borylation of the corresponding o-bromoanilines.
