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Modular Access to Azepines by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes.

ABSTRACT: A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C-C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C-H metalation of either an N-aryl or N-vinyl unit en route to azepine ring systems. Thus, byproduct-free heterocyclizations are enabled by sequential C-C activation and C-H functionalization steps.

SUBMITTER: Wang GW

PROVIDER: S-EPMC5834216 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Modular Access to Azepines by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes.

Wang Gang-Wei GW Wang Gang-Wei GW Bower John F JF

Journal of the American Chemical Society 20180220 8

A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C-C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C-H metalation of either an N-aryl or N-vinyl unit en route to azepine ring systems. Thus, byproduct-free heterocyclizations are enabled by sequential C-C activation and C-H functionalization steps. ...[more]

PMID: 29461050

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