Palladium-Catalyzed Oxidative Heck Coupling of Cyclic Enones with Simple Arenes by CH Activation

• Published in: ChemCatChem Vol. 7; no. 8; pp. 1270 - 1274
• Main Authors: Chung, Leung Gulice Yiu, Juwaini, Nur Asyikin Binte, Seayad, Jayasree
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 20-04-2015; WILEY‐VCH Verlag
• Subjects: arenes; cyclic enones; CH activation; Heck reaction; palladium
• ISSN: 1867-3880; 1867-3899
• DOI: 10.1002/cctc.201500079

A simple catalyst system consisting of Pd(OAc)2 and 3‐nitropyridine for the aerobic oxidative Heck coupling of cyclic enones, in particular challenging unsubstituted cyclic enones, with simple arenes by CH activation was investigated. This novel method was applied to various functionalized arenes and cyclic enones and allowed the synthesis of β‐aryl cyclic enones in modest to high yields.
For the Heck of it: A simple catalyst system consisting of Pd(OAc)2 and 3‐nitropyridine for the aerobic oxidative Heck coupling of challenging unsubstituted cyclic enones with simple arenes by CH activation is reported. This method is applicable to various substituted arenes and cyclic enones and allows the synthesis of a range of β‐aryl cyclic enones.