Direct C–H Phosphorothiolation of Indoles under Visible-Light Irradiation

Abstract We report a photocatalyst-free, visible-light-driven cross-dehydrogenative coupling protocol for the direct C3-phosphorothiolation of indoles, using inexpensive KI as catalyst and atmospheric oxygen as oxidant. This transition-metal-free method avoids the use of hazardous peroxides and malodorous thiols, enabling the utilization of odorless O,O-diethyl S-hydrogen phosphorothioate and unfunctionalized indoles with good practicability. The obtained phosphorothiolated indoles are readily converted to diverse dithio-functionalized compounds. This operationally simple, sustainable method provides a practical platform for green C–H phosphorothiolation.

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Publication Details

Journal
Organic Letters
Published
2026-10-28
DOI
https://doi.org/10.1021/acs.orglett.6c04311
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Direct C–H Phosphorothiolation of Indoles under Visible-Light Irradiation

Anaerguli Wufuer, Guo Tang, Chenjiang Liu, Ziren Chen et al.
4 links
Organic Letters
Sulfur-Based Synthesis Techniques
article

Direct C–H Phosphorothiolation of Indoles under Visible-Light Irradiation

Anaerguli Wufuer, Guo Tang, Chenjiang Liu, Ziren Chen, Bin Wang, Yonghong Zhang, Yu Xia, Zainure Osman, Shaofeng Wu, He Chen, Jiameng Guo
article en

Abstract

Abstract We report a photocatalyst-free, visible-light-driven cross-dehydrogenative coupling protocol for the direct C3-phosphorothiolation of indoles, using inexpensive KI as catalyst and atmospheric oxygen as oxidant. This transition-metal-free method avoids the use of hazardous peroxides and malodorous thiols, enabling the utilization of odorless O,O-diethyl S-hydrogen phosphorothioate and unfunctionalized indoles with good practicability. The obtained phosphorothiolated indoles are readily converted to diverse dithio-functionalized compounds. This operationally simple, sustainable method provides a practical platform for green C–H phosphorothiolation.

Organic Letters
Xinjiang Normal University (CN), Xiamen University (CN), Xinjiang University (CN)
Natural Science Foundation of Xinjiang Province, National Natural Science Foundation of China
Openalex Percentile: Top 26%
Sulfur-Based Synthesis Techniques
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