A palladium-catalyzed alkylation/direct arylation synthesis of nitrogen-containing heterocycles |
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| Authors: | Blaszykowski Christophe Aktoudianakis Evangelos Alberico Dino Bressy Cyril Hulcoop David G Jafarpour Farnaz Joushaghani Arash Laleu Benoît Lautens Mark |
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| Affiliation: | Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6 Canada. |
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| Abstract: | A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide. |
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