Gold-Catalyzed Cascade Reaction of 2‑Alkynyl Aryl Azides with Enecarbamates for Direct Synthesis of α‑(3-Indolyl)ketones

α-(3-Indolyl)­ketones are essential building blocks for the generation of biologically active molecules. We described a new method for the direct assembly of α-(3-indolyl)­ketones through the cascade reaction of 2-alkynyl aryl azides with enecarbamates, in which the in situ generated α-imino gold ca...

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Veröffentlicht in:Organic letters 2023-01, Vol.25 (2), p.421-425
Hauptverfasser: Xie, Jin-Ming, Zhu, Yun-Long, Fu, Yan-Ming, Zhu, Cheng-Feng, Cheng, Lan-Jun, You, Yang-En, Wu, Xiang, Li, You-Gui
Format: Artikel
Sprache:eng
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Zusammenfassung:α-(3-Indolyl)­ketones are essential building blocks for the generation of biologically active molecules. We described a new method for the direct assembly of α-(3-indolyl)­ketones through the cascade reaction of 2-alkynyl aryl azides with enecarbamates, in which the in situ generated α-imino gold carbene intermediate was trapped by enecarbamate to achieve umpolung reactivity of indole at the 3-position.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c04147