Construction of Dibenzo[<i>a</i>,<i>c</i>]Carbazoles through Oxidative Diels‐Alder Reaction of 2‐Phenyl‐1<i>H</i>‐Indoles and Benzynes

Abstract We present here a convenient synthesis of the dibenzo[ a , c ]carbazoles via oxidative [4+2] Diels‐Alder cycloaddition of 2‐phenyl‐1 H ‐indoles with benzynes. The features of this protocol include the use of readily available raw materials, molecular oxygen as the oxidant, it being free of transition‐metal‐catalyst, and convenient method for the preparation of π‐extended dibenzo[ a , c ]carbazoles.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-12-27
DOI
https://doi.org/10.1002/ejoc.202401241
Primary Topic
Cyclization and Aryne Chemistry
Type
article
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article

Construction of Dibenzo[a,c]Carbazoles through Oxidative Diels‐Alder Reaction of 2‐Phenyl‐1H‐Indoles and Benzynes

Xinlu Xu, Qiufeng Huang, Xiaofeng Zhang, Wei Qi et al.
1 links
European Journal of Organic Chemistry
Cyclization and Aryne Chemistry
article

Construction of Dibenzo[a,c]Carbazoles through Oxidative Diels‐Alder Reaction of 2‐Phenyl‐1H‐Indoles and Benzynes

Xinlu Xu, Qiufeng Huang, Xiaofeng Zhang, Wei Qi, Weijie Xu, Yanqiao Wang, Xin Ruan
article en

Abstract

Abstract We present here a convenient synthesis of the dibenzo[ a , c ]carbazoles via oxidative [4+2] Diels‐Alder cycloaddition of 2‐phenyl‐1 H ‐indoles with benzynes. The features of this protocol include the use of readily available raw materials, molecular oxygen as the oxidant, it being free of transition‐metal‐catalyst, and convenient method for the preparation of π‐extended dibenzo[ a , c ]carbazoles.

European Journal of Organic ChemistryVol. 28(7)
Fujian Normal University (CN)
Openalex Percentile: Top 82%
Cyclization and Aryne Chemistry
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