Direct Arylation of Imidazo[1,2-b]pyridazines: Microwave-Assisted One-Pot Suzuki Coupling/Pd-Catalysed Arylation

Direct intermolecular C–H arylation of 6‐chloroimidazo[1,2‐b]pyridazine in its 3‐position was achieved, and the tolerance to reaction conditions in the presence of chloro groups was investigated. Various 3‐(hetero)arylimidazo[1,2‐b]pyridazines were synthesized in good to excellent yields. This metho...

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Veröffentlicht in:European Journal of Organic Chemistry 2010-02, Vol.2010 (5), p.862-871
Hauptverfasser: El Akkaoui, Ahmed, Berteina-Raboin, Sabine, Mouaddib, Abderrahim, Guillaumet, Gérald
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Sprache:eng
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Zusammenfassung:Direct intermolecular C–H arylation of 6‐chloroimidazo[1,2‐b]pyridazine in its 3‐position was achieved, and the tolerance to reaction conditions in the presence of chloro groups was investigated. Various 3‐(hetero)arylimidazo[1,2‐b]pyridazines were synthesized in good to excellent yields. This methodology was successfully applied to the synthesis of 3,6‐di‐ and 2,3,6‐trisubstituted imidazo[1,2‐b]pyridazines by a microwave‐assisted, one‐pot, two‐step Suzuki cross‐coupling/palladium‐catalysed arylation process. Direct intermolecular C–H arylation of 6‐chloroimidazo[1,2‐b]pyridazine in its 3‐position was achieved, and various 3‐(hetero)arylimidazo[1,2‐b]pyridazines were synthesized in good yields. This methodology was applied to the synthesis of 3,6‐di‐ and 2,3,6‐trisubstituted imidazo[1,2‐b]pyridazines by a microwave‐assisted, one‐pot, two‐step Suzuki cross‐coupling/Pd‐catalysed arylation process.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200900849