Au(III)-catalyzed regio- and stereoselective tandem synthesis of oxazolo fused naphthyridines and isoquinolines from o-alkynylaldehydes

An efficient tandem approach for the regio- and stereoselective synthesis of oxazolo-fused naphthyridines 3a–g, 3i–l and isoquinolines 3h, 3m via the reaction of o-alkynylaldehydes 1a–i with chiral amino alcohols 2a–c under mild reaction conditions is described. The stereochemistry and structures of the products were assigned via NOESY and X-ray crystallographic studies.

Graphical abstractAn efficient tandem approach for the regio- and stereoselective synthesis of oxazolo-fused naphthyridines 3a–g, 3i–l and isoquinolines 3h, 3m via the reaction of o-alkynylaldehydes 1a–i with chiral amino alcohols 2a–c under mild reaction conditions is described. The stereochemistry and structures of the products were assigned via NOESY and X-ray crystallographic studies.Figure optionsDownload full-size imageDownload as PowerPoint slide