Novel c–h functionalization reactions assisted by 2-pyridyl-containing directing groups
- Martínez Garzón, Angel Manu
- Juan Carlos Carretero Gonzálvez Zuzendaria
- Nuria Rodriguez Garrido Zuzendaria
Defentsa unibertsitatea: Universidad Autónoma de Madrid
Fecha de defensa: 2018(e)ko martxoa-(a)k 02
- Gregorio Asensio Aguilar Presidentea
- Giovanni Bottari Idazkaria
- María Gómez Gallego Kidea
- Xavier Ribas Salamaña Kidea
- José Luis Mascareñas Cid Kidea
Mota: Tesia
Laburpena
The catalytic functionalization of unreactive CH bonds is an area of growing importance for the design of atom economical strategies to valuable organic molecules. However, due to the ubiquity of CH bonds in organic molecules, achieving perfect site-selectivity and high functional group tolerance has been one of the major challenges in this area. In this context, this dissertation outlines our efforts to develop key structure building CH functionalization reactions that streamline the construction of complex molecular skeletons based on the use of 2-pyridyl-containing directing groups. In particular, we have achieved: - The construction of CN bonds through a Cu-catalyzed cross-dehydrogenative coupling strategy. - The development of a Rh-catalyzed tandem process that involves the formation of CC and CX bonds. - A switchable site-selectivity through catalyst control in the direct Rh-catalyzed functionalization of molecules that contain distinct CH bonds. - A catalyst-controlled selectivity in the Rh-catalyzed C(sp2)–H functionalization with 1,3-diynes involving cyclization cascade processes. - The Co-catalyzed alkyne annulation of N-containing arenes through CH/NH functionalization.