Controllable Synthesis of Benzo[ b ]furo[2,3- d ]azepines or Furo[3,2- b ]indoles via Intermolecular Oxidative Annulation of 2-(Furan-2-yl)anilines and Propargyl Carbonates versus Intramolecular C-H Amination Reactions

Two novel Pd-catalyzed protocols for the controllable synthesis of benzo[ ]furo[2,3- ]azepines and furo[3,2- ]indoles have been developed by intermolecular oxidative annulation of 2-(furan-2-yl)anilines and propargyl carbonates versus intramolecular C-H amination reactions. These two protocols featu...

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Veröffentlicht in:Journal of organic chemistry 2024-12
Hauptverfasser: Ma, Rong, Qu, Yujie, Guan, Pengcheng, Liu, Minghui, Han, Yu, Feng, Feng, Wang, Chengyu
Format: Artikel
Sprache:eng
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Zusammenfassung:Two novel Pd-catalyzed protocols for the controllable synthesis of benzo[ ]furo[2,3- ]azepines and furo[3,2- ]indoles have been developed by intermolecular oxidative annulation of 2-(furan-2-yl)anilines and propargyl carbonates versus intramolecular C-H amination reactions. These two protocols feature great scalability, functional group tolerance, and relatively mild reaction conditions. Notably, the robust methodologies could also provide valuable opportunities for assembling azepine-fused benzothiophene, indole-fused benzothiophene, and indole-fused benzimidazole, which may have potential applications in the synthesis of related pharmaceuticals or polymeric materials.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c02293