Regioselective and Direct Azidation of Anilines via Cu(II)-Catalyzed C-H Functionalization in Water

Hongli Fang, Yandong Dou, Jingyan Ge, Mohit Chhabra, Hongyan Sun, Pengfei Zhang, Yuguo Zheng*, Qing Zhu*

*Corresponding author for this work

    Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

    29 Citations (Scopus)

    Abstract

    We report herein the first example of Cu(II)-catalyzed site selective azidation of aromatic amines via C-H functionalization in aqueous media. In our strategy, a mild reagent was utilized. H2O2 served as the oxidant, and sodium azide was used as the azidation reagent. This method could also be applied to late-stage functionalization of drugs that possess an aromatic amine moiety. In addition, we found that bromination or iodination on the ortho-position of aromatic amines could occur efficiently using this catalytic system.
    Original languageEnglish
    Pages (from-to)11212-11217
    JournalJournal of Organic Chemistry
    Volume82
    Issue number20
    Online published19 Sept 2017
    DOIs
    Publication statusPublished - 20 Oct 2017

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