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  • Title: Palladium catalyzed acetoxylation of benzylic C-H bonds using a bidentate picolinamide directing group.
    Author: Cheng T, Yin W, Zhang Y, Zhang Y, Huang Y.
    Journal: Org Biomol Chem; 2014 Mar 07; 12(9):1405-11. PubMed ID: 24435470.
    Abstract:
    A general palladium catalyzed acetoxylation of benzylic C-H bonds has been developed. Picolinamides serve as an excellent directing group for the C-H activation of benzylic methyls. A wide range of 2-amino benzyl alcohol analogues were synthesized in good yields. The products demonstrated broad synthetic utilities toward various benzo-fused heterocycles. Mechanistic studies revealed the key rate-limiting C-H insertion step, which could be affected by the substitution pattern of the parent arene.
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