Premium
Ruthenium‐Catalyzed Cascade CH Functionalization of Phenylacetophenones
Author(s) -
Mehta Vaibhav P.,
GarcíaLópez JoséAntonio,
Greaney Michael F.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201309114
Subject(s) - surface modification , ruthenium , catalysis , chemistry , cascade , combinatorial chemistry , stoichiometry , organic chemistry , chromatography
Three orthogonal cascade CH functionalization processes are described, based on ruthenium‐catalyzed CH 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)Cl 2 } 2 ] and stoichiometric Cu(OAc) 2 . Each transformation uses CH functionalization methods to form CC bonds sequentially, with the indeno furanone synthesis featuring a CO 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 CH functionalization steps taking place in a single operation to access novel carbocyclic structures.