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Silver-Mediated Cyanomethylation of Cinnamamides by Direct C(sp3)–H Functionalization of Acetonitrile

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Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China
School of Pharmacy, Hubei University of Chinese Medicine, Wuhan 430065, China
Cite this: J. Org. Chem. 2018, 83, 3, 1525–1531
Publication Date (Web):January 9, 2018
Copyright © 2018 American Chemical Society

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    Abstract Image

    An efficient, silver-induced tandem radical addition/cyclization for the synthesis of 3,4-dihydroquinolinones is presented, which exhibits a good functional group tolerance. The reaction is easy to operate and amenable to a multigram-scale synthesis. Additionally, this work illustrates the formation of a key skeleton for the synthesis of biologically interesting 3,4-dihydroquinolinone alkaloids.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.joc.7b02585.

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