Cu-catalyzed borylative cyclization of <i>N</i>-(<i>o</i>-alkynylaryl)imines

We report herein the first copper-catalyzed intramolecular borylative cyclization of alkynes with imines, providing efficient access to alkenyl boronate-containing indolines. Preliminary mechanistic studies suggested a nucleophilic addition process for the alkenyl copper-trapping step, in which the nucleophilicity of alkenyl copper was largely enhanced by the formation of boronate complexes.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc00679a
Citations
1
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.94
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Cu-catalyzed borylative cyclization of N-(o-alkynylaryl)imines

Jianzhou Gui, Hongping Zhao, Tingting Zhang, Liu Y et al.
1 citations
Chemical Communications
Organoboron and organosilicon chemistry
0.94
article

Cu-catalyzed borylative cyclization of N-(o-alkynylaryl)imines

Jianzhou Gui, Hongping Zhao, Tingting Zhang, Liu Y, Mo Yu, Cheng‐Yu He, Yu-Chuan Pu
article en
1 citations

Abstract

We report herein the first copper-catalyzed intramolecular borylative cyclization of alkynes with imines, providing efficient access to alkenyl boronate-containing indolines. Preliminary mechanistic studies suggested a nucleophilic addition process for the alkenyl copper-trapping step, in which the nucleophilicity of alkenyl copper was largely enhanced by the formation of boronate complexes.

Chemical CommunicationsVol. 61(37)
China West Normal University (CN)
Openalex Percentile: Top 27%
Organoboron and organosilicon chemistry
0.94
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