Highly Efficient and Versatile Synthesis of Lactams and N-Heterocycles via Al(OTf)₃-Catalyzed Cascade Cyclization and Ionic Hydrogenation Reactions

Jianguo Qi, Chenbin Sun, Yulin Tian, Xiaojian Wang*, Gang Li, Qiong Xiao and Dali Yin*

*Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100050, P.R. China, Email: wangxiaojianimm.ac.cn, yindaliimm.ac.cn

J. Qi, C. Sun, Y. Tian, X. Wang, G. Li, Q. Xiao, D. Yin, Org. Lett., 2014, 16, 190-192.

DOI: 10.1021/ol403173x

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Abstract

An Al(OTf)₃-catalyzed cascade cyclization and ionic hydrogenation reaction of nitrogen substituted ketoamides enables an efficient and versatile synthesis of N-substituted lactams, pyrrolindinones, piperidones, and structurally related heterocycles in good yields.

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Key Words

γ-lactams, δ-lactams, triethylsilane

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ID: J54-Y2014