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 language | English |
|---|---|
| Pages (from-to) | 1357-1359 |
| Number of pages | 3 |
| Journal | Chemistry Letters |
| Volume | 47 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2018 Jan 1 |
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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 journal › Article
}
TY - JOUR
T1 - Dearomative Oxidative Rearrangement of [3]Cyclo-1,8-carbazolylene
AU - Yasui, Masamichi
AU - Ohtsu, Hiroyoshi
AU - Kawano, Masaki
AU - Hanaya, Kengo
AU - Sugai, Takeshi
AU - Higashibayashi, Shuhei
PY - 2018/1/1
Y1 - 2018/1/1
N2 - [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.
AB - [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.
KW - Carbazole
KW - Oxidation
KW - Rearrangement
UR - http://www.scopus.com/inward/record.url?scp=85054784418&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85054784418&partnerID=8YFLogxK
U2 - 10.1246/cl.180637
DO - 10.1246/cl.180637
M3 - Article
AN - SCOPUS:85054784418
VL - 47
SP - 1357
EP - 1359
JO - Chemistry Letters
JF - Chemistry Letters
SN - 0366-7022
IS - 11
ER -