Pd-Catalyzed Deacylative [4 + 1] Annulation of N‑Arylimidoyl Chlorides with β‑Keto Esters Leading to 2‑Fluoroalkyl Indoles

A palladium-catalyzed [4 + 1] annulation of N-arylimidoyl chlorides with β-keto esters has been developed. In the presence of Pd­(OAc)2, PCy3, and K3PO4, a variety of fluoalkyl-containing N-arylimidoyl chlorides smoothly underwent the cascade C–H imidoylation/deacylative Heck-type reactions to affor...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-09, Vol.89 (18), p.13795-13799
Main Authors: Li, Na, Zhao, Zhi-Yi, Huang, Zi-Han, Shao, Yu-Kai, Wang, Zhao-Lun, Tu, Hai-Yong, Zhang, Xing-Guo
Format: Article
Language:English
Subjects:
chlorides
esters
indoles
organic chemistry
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Summary:A palladium-catalyzed [4 + 1] annulation of N-arylimidoyl chlorides with β-keto esters has been developed. In the presence of Pd­(OAc)2, PCy3, and K3PO4, a variety of fluoalkyl-containing N-arylimidoyl chlorides smoothly underwent the cascade C–H imidoylation/deacylative Heck-type reactions to afford biologically important 2-fluoroalkyl indoles in moderate to good yields.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01709