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

Keywords

  • Carbazole
  • Oxidation
  • Rearrangement

ASJC Scopus subject areas

  • Chemistry(all)

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