Copper‐Catalyzed Aerobic Cross‐Dehydrogenation Coupling of Indoles for Synthesis of 2,3′‐Bisindoles

2,3'-Bisindoles with C-C linkages have attracted interest in medicinal chemistry, yet their synthesis is intricate with many steps. Notably, direct C-H/C-H cross-coupling of non-directed heteroaromatics remains challenging, often requiring precious metals and oxidants to enhance coupling efficiency. Herein, we present a copper-catalyzed C-H/C-H cross-coupling method for N-substituted indoles without directing groups, facilitated by molecular oxygen under gentle conditions. It showed reasonable functional group compatibility and provided one-pot access to a variety of 2,3'-bisindoles derivatives in moderate to good yields.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2024-09-21
DOI
https://doi.org/10.1002/asia.202401015
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Copper‐Catalyzed Aerobic Cross‐Dehydrogenation Coupling of Indoles for Synthesis of 2,3′‐Bisindoles

Xinxiang Huang, Chang Liu, Yingying Yang, Mingquan Yuan et al.
1 citations
Chemistry - An Asian Journal
Catalytic C–H Functionalization Methods
0.25
article

Copper‐Catalyzed Aerobic Cross‐Dehydrogenation Coupling of Indoles for Synthesis of 2,3′‐Bisindoles

Xinxiang Huang, Chang Liu, Yingying Yang, Mingquan Yuan, Yi Jin, Qiping He
article en
1 citations

Abstract

2,3'-Bisindoles with C-C linkages have attracted interest in medicinal chemistry, yet their synthesis is intricate with many steps. Notably, direct C-H/C-H cross-coupling of non-directed heteroaromatics remains challenging, often requiring precious metals and oxidants to enhance coupling efficiency. Herein, we present a copper-catalyzed C-H/C-H cross-coupling method for N-substituted indoles without directing groups, facilitated by molecular oxygen under gentle conditions. It showed reasonable functional group compatibility and provided one-pot access to a variety of 2,3'-bisindoles derivatives in moderate to good yields.

Chemistry - An Asian JournalVol. 19(24)
Yunnan University (CN)
National Natural Science Foundation of China, Yunnan University
Openalex Percentile: Top 48%
Catalytic C–H Functionalization Methods
0.25
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