Palladium-Catalyzed Directed Alkenylation of Alkyl Amides with Unactivated Alkenes: Access to γ-Alkenyl γ-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.

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Publication Details

Journal
Organic Letters
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00486
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.87

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article

Palladium-Catalyzed Directed Alkenylation of Alkyl Amides with Unactivated Alkenes: Access to γ-Alkenyl γ-Lactams

Tharmalingam Punniyamurthy, Santu Mandal, Maniya V. Nanjegowda, Madhab Barman
2 citations
Organic Letters
Catalytic C–H Functionalization Methods
1.87
article

Palladium-Catalyzed Directed Alkenylation of Alkyl Amides with Unactivated Alkenes: Access to γ-Alkenyl γ-Lactams

Tharmalingam Punniyamurthy, Santu Mandal, Maniya V. Nanjegowda, Madhab Barman
article en
2 citations

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.

Organic LettersVol. 27(12)
Indian Institute of Technology Guwahati (IN)
Department of Science and Technology, Ministry of Science and Technology, India, University Grants Commission, Ministry of Education, India, Science and Engineering Research Board
Openalex Percentile: Top 17%
Catalytic C–H Functionalization Methods
1.87
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