Skeletal metalation of lactams through a carbonyl-to-nickel-exchange logic.

ABSTRACT: Classical metalation reactions such as the metal-halogen exchange have had a transformative impact on organic synthesis owing to their broad applicability in building carbon-carbon bonds from carbon-halogen bonds. Extending the metal-halogen exchange logic to a metal-carbon exchange would enable the direct modification of carbon frameworks with new implications in retrosynthetic analysis. However, such a transformation requires the selective cleavage of highly inert chemical bonds and formation of stable intermediates amenable to further synthetic elaborations, hence its development has remained considerably challenging. Here we introduce a skeletal metalation strategy that allows lactams, a prevalent motif in bioactive molecules, to be readily converted into well-defined, synthetically us

SUBMITTER: Zhong H 

PROVIDER: S-EPMC10465567 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature