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DOI: 10.1055/s-2007-968645
Arylation of Heterocycles via C-H Activation and Cross-Coupling with Aryl Chlorides
Contributor(s):Paul Knochel, Tobias ThalerUniversity of Houston, USA
Palladium-Catalyzed Arylation of Electron-Rich Heterocycles with Aryl Chlorides
Org. Lett. 2007, 9: 1449-1451
Publication History
Publication Date:
22 June 2007 (online)
Key words
palladium - arylation - electron-rich heterocycles - aryl chlorides
Significance
A new cheap and general method for the cross-coupling of heterocycles is presented in this article. A wide range of heterocycles was subjected to Pd-catalyzed C-H activation with subsequent cross-coupling to aryl and heteroaryl chlorides. This method was shown to be applicable to both electron-rich and electron-poor aryl chlorides furnishing good yields in almost all cases.
Comment
This new C-H activation-cross-coupling sequence has a very high practical value for the syntheses of biologically active compounds. A number of heterocycles are shown to be directly functionalizable by C-H activation. The possibility of their cross-coupling with the readily available aryl chlorides which are cheaper than their bromide or iodide equivalents is of considerable economic interest.