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Copper-catalyzed Meerwein carboarylation of alkenes with anilines to form 3-benzyl-3-alkyloxindole

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Abstract

A simple and direct route for double C-C bond formation by copper-catalyzed Meerwein carboarylation process has been developed. In the presence of CuI (5 mol%), tert-butyl nitrite and anilines, a wide variety of N-arylacrylamides underwent tandem Meerwein arylation/C-H cyclization to produce pharmaceutically important 3-benzyl-3-alkyloxindole in moderate to good yield.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Central South University, Changsha, 410083, China

    Shi Tang, Dong Zhou, YouLin Deng, ZhiHao Li, You Yang, JianGuang He & YingChun Wang

  2. College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, China

    Shi Tang

  3. Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Guangxi Normal University, Guilin, 541004, China

    YingChun Wang

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  1. Shi Tang
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  2. Dong Zhou
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Correspondence to Shi Tang.

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Tang, S., Zhou, D., Deng, Y. et al. Copper-catalyzed Meerwein carboarylation of alkenes with anilines to form 3-benzyl-3-alkyloxindole. Sci. China Chem. 58, 684–688 (2015). https://doi.org/10.1007/s11426-014-5158-z

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