Ruthenium-Catalyzed Sequential Hydrosilylation/Dehydrogenation and C–H Silylation: Synthesis of Six-Membered Indole Silacycles and Pyrrole Silyl Ether Cycles
Jiefang Li, Shanshan Xu, Jieyu Liang, Juanjuan Zheng, Ping Li, Jun Wang, Bin Li
Abstract
Selective dehydrogenative C–H silylation is one of the most powerful tools to synthesize silacycles. Herein, we developed Ru-catalyzed sequential hydrosilylation/C–H silylation of allyl-indoles and dehydrogenative O–H/C–H silylation of pyrrole phenols. Both six-membered indole silacycles and pyrrole silyl ether cycles were successfully synthesized with good functional group tolerance. Furthermore, the RuHCl(CO)(PPh 3 ) 3 catalyst exhibited high reaction compatibility in hydrosilylation of alkene, dehydrogenative O–H silylation, and C–H silylation.
Topics & Concepts
HydrosilylationChemistryDehydrogenationSilylationIndole testCatalysisPyrroleSilyl etherRutheniumEtherOrganic chemistryMedicinal chemistryCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistryAsymmetric Hydrogenation and Catalysis