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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, "" 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 "" 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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