Synthesis of continuously substituted quinolines from <i>o</i>-alkenyl aromatic isocyanides by palladium-catalyzed intramolecular imidoylative 6-<i>endo</i> cyclization

An efficient synthesis of continuously substituted quinoline derivatives <i>via</i> palladium-catalyzed intramolecular 6-<i>endo</i> imidoylative cyclization of <i>o</i>-alkenyl aryl isocyanides with (hetero)aryl halides or vinylic triflates has been developed. The reaction proceeds through the concerted metalation-deprotonation (CMD) mechanism by activation of a vinyl C-H bond with imidoylpalladium assisted by the carboxylate.

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Publication Details

Journal
Chemical Communications
Published
2024-12-13
DOI
https://doi.org/10.1039/d4cc05461j
Citations
4
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.00
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article

Synthesis of continuously substituted quinolines from o-alkenyl aromatic isocyanides by palladium-catalyzed intramolecular imidoylative 6-endo cyclization

Tuanli Yao, Wei Liu, Xiangyang Qin, Hanfu Hu
4 citations
Chemical Communications
Catalytic C–H Functionalization Methods
1.00
article

Synthesis of continuously substituted quinolines from o-alkenyl aromatic isocyanides by palladium-catalyzed intramolecular imidoylative 6-endo cyclization

Tuanli Yao, Wei Liu, Xiangyang Qin, Hanfu Hu
article en
4 citations

Abstract

An efficient synthesis of continuously substituted quinoline derivatives <i>via</i> palladium-catalyzed intramolecular 6-<i>endo</i> imidoylative cyclization of <i>o</i>-alkenyl aryl isocyanides with (hetero)aryl halides or vinylic triflates has been developed. The reaction proceeds through the concerted metalation-deprotonation (CMD) mechanism by activation of a vinyl C-H bond with imidoylpalladium assisted by the carboxylate.

Chemical CommunicationsVol. 61(7)
Shaanxi University of Science and Technology (CN), Air Force Medical University (CN)
Clean water and sanitation
Openalex Percentile: Top 26%
Catalytic C–H Functionalization Methods
1.00
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Synthesis of continuously substituted quinolines from <i>o</i>-alkenyl aromatic isocyanides by palladium-catalyzed intramolecular imidoylative 6-<i>endo</i> cyclization — Tuanli Yao, Wei Liu, et al. · Chemical Communications (2024) | TGRS Research Map | TGRS