title: Spirocyclization by palladium-catalyzed domino Heck-direct C-H arylation reactions: synthesis of spirodihydroquinolin-2-ones.
abstract: Treatment of a DMA solution of anilide 1 with a catalytic amount of palladium acetate (0.025 equiv) and XPhos (0.05 equiv) in the presence of potassium carbonate (2.0 equiv) at 100 °C afforded dihydroquinolin-2-ones spiro-fused to dihydrofuranyl, indolinyl, and indanyl 2 in good to excellent yields. The reaction went through a domino sequence involving a 5-exo-trig Heck cyclization followed by an intramolecular direct C-H functionalization.
authors: Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, CH-1015 Lausanne, Switzerland, and Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, Laboratoire International Associé, CNRS, 91198 Gif-sur-Yvette Cedex, France.
authors: Tiffany
authors: T
authors: Piou
authors: Luc
authors: L
authors: Neuville
authors: Jieping
authors: J
authors: Zhu
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D015363:Quinolones; D013141:Spiro Compounds; D010165:Palladium