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Copper-Catalyzed Intramolecular Olefinic C(sp²)-H Amidation for the Synthesis of γ-Alkylidene-γ-lactams.

ABSTRACT: Herein, we report the copper-catalyzed dehydrogenative C(sp²)-N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-saturated-γ-alkylidene-γ-lactams depending on the reaction conditions.

SUBMITTER: Nozawa-Kumada K

PROVIDER: S-EPMC10537769 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature

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Copper-Catalyzed Intramolecular Olefinic C(sp2)-H Amidation for the Synthesis of γ-Alkylidene-γ-lactams.

Nozawa-Kumada Kanako K Hayashi Masahito M Kwon Eunsang E Shigeno Masanori M Yada Akira A Kondo Yoshinori Y

Molecules (Basel, Switzerland) 20230918 18

Herein, we report the copper-catalyzed dehydrogenative C(sp2)-N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-saturated-γ-alkylidene-γ-lactams depending on the reaction conditions. ...[more]

PMID: 37764458

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