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 Organoselenium Catalyzed

Trifluoromethylthioamination of Alkenes & Synthesis of Indoles

Author : Our Group              Refresh Time : Aug. 2, 2015

      Congratulations! The sencond and the third publications of our group, "Diaryl Selenide Catalyzed Vicinal Trifluoromethylthioamination of Alkenes" has been published in ACS Journal, Organic Letters (Jie Luo, Zhechen Zhu, Yannan Liu, Haiyan and Xiaodan Zhao*. Org. Lett. 2015, 17, 3620-3623), and "Organoselenium-catalyzed synthesis of indoles through intramolecular C–H amination" has been published in RSC Journal, Organic Chemistry Frontiers (Xuelin Zhang, Ruizhi Guo, and Xiaodan Zhao*. Org. Chem. Front . 2015, 2, 1334-1337).

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      An efficient approach to vicinal trifluoromethylthioamination of alkenes with a broad substrate scope catalyzed by electronrich diaryl selenide has been developed. This intermolecular amination strategy was successfully applied to SCF3-esterification of alkenes using weak acids as nucleophiles.

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      A new and efficient route on organoselenium-catalyzed synthesis of indoles via intramolecular C–H amination has been developed. The reaction conditions were mild and the desired products were formed in up to 99% yields. When the method was applied in the reaction of trisubstituted alkene, the corresponding indole was obtained in 99% yield via 1,2-phenyl migration.

 

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