Palladium-CatalyzedDirected Alkenylation of AlkylAmides with Unactivated Alkenes: Access to γ‑Alkenylγ‑Lactams

Pd(II)-catalyzed cascade C(sp<sup>3</sup>)–H alkenylation and cyclization of alkyl amides with readily accessible unactivated alkenes have been accomplished. Alkenylation and subsequent intramolecular cyclization empowered the formation of functionalized γ-lactams, which present as an active core of several bioactive and natural products. The use of catalytic Cu(OAc)<sub>2</sub> along with molecular oxygen as the oxidant, a 2-chloropyridine ligand, site selectivity, the substrate scope, and gram-scale synthesis are important practical features.

Publication Details

Journal
Figshare
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00486.s001
Primary Topic
Genetic Mapping and Diversity in Plants and Animals
Type
article
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article

Palladium-CatalyzedDirected Alkenylation of AlkylAmides with Unactivated Alkenes: Access to γ‑Alkenylγ‑Lactams

Figshare
Genetic Mapping and Diversity in Plants and Animals
article

Palladium-CatalyzedDirected Alkenylation of AlkylAmides with Unactivated Alkenes: Access to γ‑Alkenylγ‑Lactams

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Abstract

Pd(II)-catalyzed cascade C(sp<sup>3</sup>)–H alkenylation and cyclization of alkyl amides with readily accessible unactivated alkenes have been accomplished. Alkenylation and subsequent intramolecular cyclization empowered the formation of functionalized γ-lactams, which present as an active core of several bioactive and natural products. The use of catalytic Cu(OAc)<sub>2</sub> along with molecular oxygen as the oxidant, a 2-chloropyridine ligand, site selectivity, the substrate scope, and gram-scale synthesis are important practical features.

Figshare
Clean water and sanitation
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Genetic Mapping and Diversity in Plants and Animals
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Palladium-CatalyzedDirected Alkenylation of AlkylAmides with Unactivated Alkenes: Access to γ‑Alkenylγ‑Lactams · Figshare (2025) | TGRS Research Map | TGRS