Details

Autor(en) / Beteiligte

• Mehta, Vaibhav P.
• García-López, José-Antonio
• Greaney, Michael F.

Titel

Ruthenium-Catalyzed Cascade CH Functionalization of Phenylacetophenones

Ist Teil von

• Angewandte Chemie (International ed.), 2014-02, Vol.53 (6), p.1529-1533

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2014

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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. Carbon coupling cascade: Arylacetophenones react with Michael acceptors under ruthenium catalysis to set up triple and quadruple CH functionalization pathways. Through choice of reaction conditions, novel indanone carbacycles, indeno indene carbacycles, and indeno furanone heterocycles can each be accessed in a single step.