Ruthenium-catalyzed cascade C-H functionalization of phenylacetophenones.
Three orthogonal cascade CH functionalization processes are described, based on ruthenium-catalyzed CH alkenylation. 1-Indanones, indeno indenes, and indeno furanones were accessed through cascade pathways by using arylacetophenones as substrates under conditions of catalytic [{Ru(p-cymene)Cl2 }2 ] and stoichiometric Cu(OAc)2 . Each transformation uses CH functionalization methods to form CC bonds sequentially, with the indeno furanone synthesis featuring a CO bond formation as the terminating step. This work demonstrates the power of ruthenium-catalyzed alkenylation as a platform reaction to develop more complex transformations, with multiple CH functionalization steps taking place in a single operation to access novel carbocyclic structures.
School of Chemistry, The University of Manchester, Manchester, M13 9PL (UK).
Vaibhav P
VP
Mehta
José-Antonio
JA
García-López
Michael F
MF
Greaney
C-H activation; cascade chemistry; homogeneous catalysis; oxidative coupling; ruthenium