Nickel-Catalyzed Hydroamination and Hydroalkoxylation of Enelactams with Unactivated Amines and Alcohols

Tao Song, Kuiyang Wang, Qianjia Yuan* and Wanbin Zhang*

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China, Email: yuanqianjiasjtu.edu.cn, wanbinsjtu.edu.cn

T. Song, K. Wang, Q. Yuan, W. Zhang, Org. Lett., 2023, 25, 6093-6098.

DOI: 10.1021/acs.orglett.3c02341

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Abstract

Nickel-catalyzed hydroamination and hydroalkoxylation of enelactams with unactivated amines and alcohols provide hydrofunctionalized products in very good yields with good functional group tolerance. Furthermore, an intramolecular hydroalkoxylation of an enelactam was also realized. tBuI plays a crucial roles as a hydride donor and radical precursor.

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proposed mechanism

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Key Words

δ-lactams

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ID: J54-Y2023