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Copper-promoted site-selective carbonylation of sp and sp C-H bonds with nitromethane. | LitMetric
Copper-promoted direct carbonylation of unactivated sp C-H and aromatic sp C-H bonds of amides was developed using nitromethane as a novel carbonyl source. The sp C-H functionalization showed high site-selectivity by favoring the C-H bonds of α-methyl groups. The sp C-H carbonylation featured high regioselectivity and good functional group compatibility. Kinetic isotope effect studies indicated that the sp C-H bond breaking step is reversible, whereas the sp C-H bond cleavage is an irreversible but not the rate-determining step. Control experiments showed that a nitromethyl intermediate should be involved in the present reaction.
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