Ready access to substituted quinoline and coumarin scaffolds via palladium-catalyzed alkenylation reactions

  1. ORTIZ DE ELGUEA FLECHA, VERONICA
Zuzendaria:
  1. María Nuria Sotomayor Anduiza Zuzendaria
  2. Maria Esther Lete Exposito Zuzendaria

Defentsa unibertsitatea: Universidad del País Vasco - Euskal Herriko Unibertsitatea

Fecha de defensa: 2014(e)ko abendua-(a)k 16

Epaimahaia:
  1. Sergio Castillón Miranda Presidentea
  2. Efraim Reyes Martín Idazkaria
  3. Amelia Pilar Grases Dos Santos Silva Rauter Kidea
  4. Alma Rosa López Álvarez Kidea
  5. Roser Pleixats Rovira Kidea
Saila:
  1. Kimika Organikoa eta Ez-Organikoa Saila

Mota: Tesia

Teseo: 118143 DIALNET

Laburpena

The research work described in this thesis is focused on the development of new methods for the synthesis of quinoline and coumarin scaffolds using palladium-catalyzed alkenylation reactions for the formation of carbon-carbon bonds.The intramolecular Mizoroki-Heck reaction has been extended to the synthesis of 2-heteroaryl-4-methylenetetrahydroquinolines, and its competition with direct arylation reaction has been studied. The intramolecular Fujiwara-Moritani reaction has been disclosed as an attractive alternative to the Mizoroki-Heck reaction for the construction of polysubstituted quinolines, quinolones and coumarins through Pd(II)-catalyzed cyclizations. An efficient methodology for the construction of 4-substituted 3-alkenylquinolin-2-one scaffolds has been developed, involving intermolecular Pd(II)-alkenylation reactions.