Silver-Mediated Radical Trifluoromethylarylation of Activated Alkenes for the Synthesis of Oxindoles Bearing a CF3 Group

Yao-Feng Wang; Jiashen Qiu; Dejie Kong; Fu-Xue Chen

doi:10.1055/s-0033-1341272

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(12): 1731-1734
DOI: 10.1055/s-0033-1341272

letter

Silver-Mediated Radical Trifluoromethylarylation of Activated Alkenes for the Synthesis of Oxindoles Bearing a CF₃ Group

Yao-Feng Wang

Department of Applied Chemistry, School of Chemical Engineering & the Environment, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081, P. R. of China Fax: +86(10)68918296 eMail: fuxue.chen@bit.edu.cn

,

Jiashen Qiu

Department of Applied Chemistry, School of Chemical Engineering & the Environment, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081, P. R. of China Fax: +86(10)68918296 eMail: fuxue.chen@bit.edu.cn

,

Dejie Kong

Department of Applied Chemistry, School of Chemical Engineering & the Environment, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081, P. R. of China Fax: +86(10)68918296 eMail: fuxue.chen@bit.edu.cn

,

Fu-Xue Chen*

Department of Applied Chemistry, School of Chemical Engineering & the Environment, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081, P. R. of China Fax: +86(10)68918296 eMail: fuxue.chen@bit.edu.cn

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Abstract

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Abstract

A radical trifluoromethylarylation of N-arylacrylamides with in situ generated [AgCF₃] species from Me₃SiCF₃ and AgF in DMF is established through a tandem radical addition and C–H activation pathway. It provided a concise method to prepare 21 examples of CF₃-containing oxindoles within four hours.

Key words

alkenes - xindole - radical reactions - silver - tandem reaction - trifluoromethylation

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Referenzen

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During this manuscript was in preparation, other two examples of trifluoromethylarylation of N-arylacrylamides appeared:

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