Synthesis of pyrrole and indole quinoxalinone and oxazinone derivatives by intramolecular copper-catalyzed reactions

Intramolecular N-arylation of pyrrole and indole carboxamides and carboxylates linked with a pendant haloarene by Cu-catalyzed reactions to synthesize pyrrole and indole quinoxalinone and oxazinone derivatives is reported. The ring closure reactions were carried out by conventional heating and MW ir...

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Veröffentlicht in:Organic & biomolecular chemistry 2011-07, Vol.9 (13), p.4927-4935
Hauptverfasser: Vaillard, Victoria A, Rossi, Roberto A, Martín, Sandra E
Format: Artikel
Sprache:eng
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Zusammenfassung:Intramolecular N-arylation of pyrrole and indole carboxamides and carboxylates linked with a pendant haloarene by Cu-catalyzed reactions to synthesize pyrrole and indole quinoxalinone and oxazinone derivatives is reported. The ring closure reactions were carried out by conventional heating and MW irradiation. The use of conventional heating affords moderate to good yields of the quinoxalinone and oxazinone derivatives (34-72%), while by using MW heating the best results are obtained (41-99%).
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob05269a