title: Nitrogenated Azaphilone Derivatives through a Silver-Catalysed Reaction of Imines from ortho-Alkynylbenzaldehydes.
abstract: Nitrogenated azaphilones are interesting natural products with a wide range of applications. The structure of these compounds is characterized by the presence of an isoquinolinone framework. Here, we describe a new multicomponent silver-catalysed reaction that allows the transformation of simple imines derived from ortho-alkynylbenzaldehydes into complex nitrogenated azaphilone-type molecules in a straightforward way. This atom-economical process is high yielding, technically very simple and proceeds through a series of cascade processes that imply cycloisomerisation and formal cross-coupling reactions. This conceptually new process formally involves the synchronised catalytic generation and selective coupling of a nucleophile (isoquinolinone) and an electrophile (isoquinolinium). Some interesting colour properties of the synthesized azaphilone-type molecules are discussed.
authors.affiliation: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, Julián Clavería, 8, 33006, Oviedo, Spain.
authors.forename: Patricia
authors.initials: P
authors.lastname: Fernández
authors.affiliation: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, Julián Clavería, 8, 33006, Oviedo, Spain.
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás
authors.affiliation: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, Julián Clavería, 8, 33006, Oviedo, Spain.
authors.forename: Félix
authors.identifier: http://orcid.org/0000-0003-2441-1325
authors.initials: F
authors.lastname: Rodríguez
keywords: azaphilones; cascade reactions; homogeneous catalysis; natural product analogues; silver