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

Research output: Contribution to journal › Article

26 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 languageEnglish
Pages (from-to)7870-7873
Number of pages4
JournalChemical Communications
Volume52
Issue number50
DOIs
Publication statusPublished - 2016

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Oxidants
Derivatives
Cycloaddition Reaction
benzoquinone
carbazole

ASJC Scopus subject areas

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

Cite this

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, 2016, p. 7870-7873.

Research output: Contribution to journal › Article

Kuo, CW, Konala, A, Lin, L, Chiang, TT, Huang, CY, Yang, TH, Kavala, V & Yao, CF 2016, 'Synthesis of benzo[: A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile', Chemical Communications, vol. 52, no. 50, pp. 7870-7873. https://doi.org/10.1039/c6cc03124b
Kuo CW, Konala A, Lin L, Chiang TT, Huang CY, Yang TH et al. Synthesis of benzo[: A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile. Chemical Communications. 2016;52(50):7870-7873. https://doi.org/10.1039/c6cc03124b
Kuo, Chun Wei ; Konala, Ashok ; Lin, Lyu ; Chiang, Ting Ta ; Huang, Chia Yu ; Yang, Tang Hao ; Kavala, Veerababurao ; Yao, Ching Fa. / Synthesis of benzo[ : A] carbazole derivatives from 3-ethylindoles by exploiting the dual character of benzoquinone as an oxidizing agent and dienophile. In: Chemical Communications. 2016 ; Vol. 52, No. 50. pp. 7870-7873.
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