Benzothiazole Synthesis: Mechanistic Investigation of an In Situ-Generated Photosensitizing Disulfide

  • Hwang, Ho Seong
  • Lee, Sumin
  • Han, Sung Su
  • Moon, Yu Kyung
  • You, Youngmin
  • ... Cho, Eun Jin
Citations

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초록

The use of a visible light absorbing intermediate as a photosensitizer makes a chemical process simple and sustainable, obviating the need for the use of chemical additives. Herein, the formation of a photosensitizing disulfide in benzothiazole synthesis from 2-aminothiophenol and aldehydes was proposed and confirmed through in-depth mechanistic studies. A series of photophysical and electrochemical investigations revealed that an in situ-generated disulfide photosensitizes molecular oxygen to generate the key oxidants, singlet oxygen and superoxide anion, for the dehydrogenation step.

키워드

ANTITUMOR BENZOTHIAZOLESOXYGENDRIVEN2-ARYLBENZOTHIAZOLEALDEHYDESRADICALSCANCERBATCH
제목
Benzothiazole Synthesis: Mechanistic Investigation of an In Situ-Generated Photosensitizing Disulfide
저자
Hwang, Ho SeongLee, SuminHan, Sung SuMoon, Yu KyungYou, YoungminCho, Eun Jin
DOI
10.1021/acs.joc.0c01598
발행일
2020-09-18
유형
Article
저널명
The Journal of Organic Chemistry
85
18
페이지
11835 ~ 11843