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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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
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Language:English
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chlorides
esters
indoles
organic chemistry
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container_end_page 13799
container_issue 18
container_start_page 13795
container_title Journal of organic chemistry
container_volume 89
creator Li, Na
Zhao, Zhi-Yi
Huang, Zi-Han
Shao, Yu-Kai
Wang, Zhao-Lun
Tu, Hai-Yong
Zhang, Xing-Guo
description 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.
doi_str_mv 10.1021/acs.joc.4c01709
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects chlorides
esters
indoles
organic chemistry
title Pd-Catalyzed Deacylative [4 + 1] Annulation of N‑Arylimidoyl Chlorides with β‑Keto Esters Leading to 2‑Fluoroalkyl Indoles
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