Dearomative Oxidative Rearrangement of [3]Cyclo-1,8-carbazolylene

Masamichi Yasui, Hiroyoshi Ohtsu, Masaki Kawano, Kengo Hanaya, Takeshi Sugai, Shuhei Higashibayashi

Research output: Contribution to journalArticle

Abstract

[3]Cyclo-1,8-carbazolylene was found to undergo oxidative rearrangement by oxidation with 2,3-dichloro-5,6-dicyano-pbenzoquinone, giving a 9a-substituted carbazol-1-one derivative. This is the first example of a dearomative oxidative rearrangement of a carbazole or aniline derivative. The geometrical and electronic structures were elucidated by X-ray analysis, UV-vis absorption spectroscopy, and DFT calculations.

Original languageEnglish
Pages (from-to)1357-1359
Number of pages3
JournalChemistry Letters
Volume47
Issue number11
DOIs
Publication statusPublished - 2018 Jan 1

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Derivatives
X ray analysis
Ultraviolet spectroscopy
Absorption spectroscopy
Discrete Fourier transforms
Electronic structure
Oxidation
cyclo 3
aniline
carbazole

Keywords

  • Carbazole
  • Oxidation
  • Rearrangement

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Dearomative Oxidative Rearrangement of [3]Cyclo-1,8-carbazolylene. / Yasui, Masamichi; Ohtsu, Hiroyoshi; Kawano, Masaki; Hanaya, Kengo; Sugai, Takeshi; Higashibayashi, Shuhei.

In: Chemistry Letters, Vol. 47, No. 11, 01.01.2018, p. 1357-1359.

Research output: Contribution to journalArticle

Yasui, Masamichi ; Ohtsu, Hiroyoshi ; Kawano, Masaki ; Hanaya, Kengo ; Sugai, Takeshi ; Higashibayashi, Shuhei. / Dearomative Oxidative Rearrangement of [3]Cyclo-1,8-carbazolylene. In: Chemistry Letters. 2018 ; Vol. 47, No. 11. pp. 1357-1359.
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