2023-04-102023-04-102016Wu, X., Miao, J., Li, Y., Li, G., & Ge, H.. 2016. Copper-promoted site-selective carbonylation of sp3 and sp2 C-H bonds with nitromethane. Chemical Science, 7(8). https://doi.org/10.1039/c6sc01087chttps://doi.org/10.1039/c6sc01087chttps://hdl.handle.net/2346/92696© 2016 The Royal Society of Chemistry. cc-by-ncCopper-promoted direct carbonylation of unactivated sp3 C-H and aromatic sp2 C-H bonds of amides was developed using nitromethane as a novel carbonyl source. The sp3 C-H functionalization showed high site-selectivity by favoring the C-H bonds of α-methyl groups. The sp2 C-H carbonylation featured high regioselectivity and good functional group compatibility. Kinetic isotope effect studies indicated that the sp3 C-H bond breaking step is reversible, whereas the sp2 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.engArticle