Synthesis of benzo[: A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile

Chun Wei Kuo; Ashok Konala; Lyu Lin; Ting Ta Chiang; Chia Yu Huang; Tang Hao Yang; Veerababurao Kavala; Ching Fa Yao

doi:10.1039/c6cc03124b

Synthesis of benzo[: A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile

Chun Wei Kuo, Ashok Konala, Lyu Lin, Ting Ta Chiang, Chia Yu Huang, Tang Hao Yang, Veerababurao Kavala, Ching Fa Yao

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

The dual character of benzoquinone is exploited for the synthesis of benzo[a]carbazole derivatives starting from 3-ethylindole derivatives. A diene is generated in situ from the 3-ethylindole derivative with the help of benzoquinone, where it acts as an oxidizing agent. Later it serves as a dienophile and participates in a Diels-Alder reaction with the diene to afford benzo[a]carbazole derivatives.

Original language	English
Pages (from-to)	7870-7873
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	50
DOIs	https://doi.org/10.1039/c6cc03124b
Publication status	Published - 2016 Jan 1

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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Synthesis of benzo[ : A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile. / Kuo, Chun Wei; Konala, Ashok; Lin, Lyu; Chiang, Ting Ta; Huang, Chia Yu; Yang, Tang Hao; Kavala, Veerababurao; Yao, Ching Fa.

In: Chemical Communications, Vol. 52, No. 50, 01.01.2016, p. 7870-7873.

Research output: Contribution to journal › Article › peer-review

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abstract = "The dual character of benzoquinone is exploited for the synthesis of benzo[a]carbazole derivatives starting from 3-ethylindole derivatives. A diene is generated in situ from the 3-ethylindole derivative with the help of benzoquinone, where it acts as an oxidizing agent. Later it serves as a dienophile and participates in a Diels-Alder reaction with the diene to afford benzo[a]carbazole derivatives.",

author = "Kuo, {Chun Wei} and Ashok Konala and Lyu Lin and Chiang, {Ting Ta} and Huang, {Chia Yu} and Yang, {Tang Hao} and Veerababurao Kavala and Yao, {Ching Fa}",

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AU - Kuo, Chun Wei

AU - Konala, Ashok

AU - Lin, Lyu

AU - Chiang, Ting Ta

AU - Huang, Chia Yu

AU - Yang, Tang Hao

AU - Kavala, Veerababurao

AU - Yao, Ching Fa

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Synthesis of benzo[: A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile

Abstract

ASJC Scopus subject areas

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