Citation: Yingjie Yu, Aiyao Liu, Jingrui He, Chengting Wang, Haibo Mei, Jianlin Han. Visible-light-irradiated tandem sulfonylation/cyclization of indole tethered alkenes for the synthesis of tetrahydrocarbazoles[J]. Chinese Chemical Letters, ;2022, 33(11): 4886-4890. doi: 10.1016/j.cclet.2022.03.038 shu

Visible-light-irradiated tandem sulfonylation/cyclization of indole tethered alkenes for the synthesis of tetrahydrocarbazoles

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

meihb@njfu.edu.cn

anjl@njfu.edu.cn

Received Date: 6 January 2022
Revised Date: 3 March 2022
Accepted Date: 10 March 2022
Available Online: 13 March 2022

Figures(7)

A visible-light-mediated reaction of indole derivatives employing arylsulfonyl chlorides as sulfonyl surrogates has been developed, which proceeds via the sequence of reduction of sulfonyl chloride, sulfonylation, and intramolecular cyclization. This mild protocol transforms a diverse array of indole tethered alkenes and simple sulfonyl chlorides into highly valuable functionalized tetrahydrocarbazoles in good yields. This reaction is also suitable for gram-scale synthesis, which provides an efficient and green access to multi-substituted tetrahydrocarbazoles.
- Visible-light-irradiation,
- Sulfonylation,
- Tetrahydrocarbazoles,
- Indoles,
- Tandem radical reaction,
- Sulfonyl chlorides
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