Abstract
The direct carbonylation of aromatic sp2 and unactivated sp3 C-H bonds of amides was achieved via nickel/copper catalysis under atmospheric O2 with the assistance of a bidentate directing group. The sp2 C-H functionalization showed high regioselectivity and good functional group compatibility. The sp3 C-H functionalization showed high site-selectivity by favoring the C-H bonds of α-methyl groups over those of the α-methylene, β- or γ-methyl groups. Moreover, this reaction showed a predominant preference for functionalizing the α-methyl over α-phenyl group. Mechanistic studies revealed that nickel/copper synergistic catalysis is involved in this process.
Original language | English |
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Pages (from-to) | 4924-4927 |
Number of pages | 4 |
Journal | Journal of the American Chemical Society |
Volume | 137 |
Issue number | 15 |
DOIs | |
State | Published - Apr 22 2015 |