DOI: 10.1021/acs.orglett.6c04311 ISSN: 1523-7060
Direct C–H Phosphorothiolation of Indoles under Visible-Light Irradiation
He Chen, Jiameng Guo, Anaerguli Wufuer, Zainure Osman, Bin Wang, Ziren Chen, Yu Xia, Yonghong Zhang, Shaofeng Wu, Chenjiang Liu, Guo TangAbstract
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.