Diversity-oriented syntheses of functional π-systems by multicomponent and domino reactions

• DOI: 10.1351/pac200880030609
• Publication Date: 2008-03-17T21:37:49Z
• Authors: Thomas J. J. Müller; Daniel M. D'Souza
• Keywords: Sonogashira coupling; Domino; Alkyne; Chromophore; Functional Diversity; Cascade reaction

Abstract Functional π-electron systems can be synthesized in a diversity-oriented fashion by applying multicomponent and domino reactions. Based upon alkyne activation Sonogashira coupling, reactive triple or double bonds become the key functionality for sequential consecutive synthesis of heterocycles, such as β-amino vinyl nitrothiophenes, δ-amino propenylidene indolones, indolizines, furans, pyrroles, annelated 2-amino pyridines, spirocyclic benzofuranones indolones. All these chromophores fluorophores possess peculiar properties nonlinear optical (NLO) activity, pH-sensitivity, distinct solid-state fluorescence, large Stokes shifts.