Pd-catalyzed intramolecular direct arylations at high temperature |
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Authors: | Philippe Franck Beáta Dajka-Halász Katrien Monsieurs Bert UW Maes |
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Institution: | a Organic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium b Department of Organic Chemistry, Semmelweis University, H?gyes E. u. 7., H-1092 Budapest, Hungary |
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Abstract: | Pd-catalyzed cyclodehydrohalogenation involving oxidative addition of aromatic C-Br or activated azaheteroaromatic C-Cl bonds and C(sp2)-H activation have been investigated at high reaction temperatures (180-200 °C). This allowed the fast (10-30 min) synthesis of a variety of azaheteroaromatic ring systems (dibenzof,h]phthalazine, dibenzof,h]cinnoline, benzofuro2,3-d]pyridazine, 5H-pyridazino4,5-b]indole, 7H-indolo2,3-c]quinoline and 5H-δ-carboline) in moderate to good yields. |
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Keywords: | Palladium C(sp2)-H activation Microwave Pyridazinone Quinolinone 5H-δ-Carboline |
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