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Directed copper-catalyzed C-H functionalization of unactivated olefins with azodicarbonamide compounds.

ABSTRACT: The copper-catalyzed strategy employing the 8-aminoquinoline directing group has proven to be a highly advantageous approach for functionalizing C-H bonds. In this study, we present the successful application of this strategy to accomplish Heck-type coupling reactions and construct β-lactam skeletons, simultaneously introducing a unique cyano functional group. The resulting Heck-type coupling products demonstrate good stereo- and region-selectivity. Initial mechanistic investigations indicate that the reaction proceeds via a radical coupling mechanism, exhibiting a wide substrate scope and delivering good yields.

SUBMITTER: Cui J

PROVIDER: S-EPMC11359497 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature

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Directed copper-catalyzed C-H functionalization of unactivated olefins with azodicarbonamide compounds.

Cui Jing J Wang Xiaoya X Zeng Runsheng R

RSC advances 20240829 38

The copper-catalyzed strategy employing the 8-aminoquinoline directing group has proven to be a highly advantageous approach for functionalizing C-H bonds. In this study, we present the successful application of this strategy to accomplish Heck-type coupling reactions and construct β-lactam skeletons, simultaneously introducing a unique cyano functional group. The resulting Heck-type coupling products demonstrate good stereo- and region-selectivity. Initial mechanistic investigations indicate th ...[more]

PMID: 39221125

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