An Efficient Approach for 3,3-Disubstituted Oxindoles Synthesis: Aryl Iodine Catalyzed Intramolecular C-N Bond Oxidative Cross-Coupling

Yang Wang*, Mo Yang, Yuan-Yuan Sun, Zheng-Guang Wu, Hong Dai* and Shuhua Li*

*Nantong University, Nantong, Jiangsu 226019; Nanjing University, Nanjing 210093, China, Email: wangyang1617ntu.edu.cn, daihong_2015aliyun.com, shuhuanju.edu.cn

Y. Wang, M. Yang, Y.-Y. Sun, Z.-G. Wu, H. Dai, S. Li, Org. Lett., 2021, 23, 8750-8754.

DOI: 10.1021/acs.orglett.1c03224

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Abstract

An organocatalyzed oxidative C-N bond formation of phenylpropanamide derivatives provides 3,3-disubstituted oxindole derivatives in very good yields. This highly efficient intramolecular reaction offers transition metal-free mild conditions and the ability to perform the reaction on a gram scale.

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Key Words

oxindoles, organocatalysis, mCPBA

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ID: J54-Y2021