Synthesis of γ-Lactams via Palladium-Catalyzed C(sp<sup>3</sup>)–H Bond Activation of Alkyl Sulfonamides with Substituted Alkenes

A methodology for the <i>γ</i>-butyrolactam scaffolds via ligand-enabled C(sp<sup>3</sup>)-H bond functionalization of sulfonamides with olefins has been demonstrated. The protocol has been found to be compatible with several activated and unactivated olefins, and the desired lactams were formed in excellent yields. A plausible mechanism has been described to account for the desired lactamization reaction as well as supported by mechanistic investigation including a <sup>1</sup>H NMR study and isolation of a palladacycle intermediate.

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Publication Details

Journal
Organic Letters
Published
2025-02-20
DOI
https://doi.org/10.1021/acs.orglett.5c00152
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.81

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article

Synthesis of γ-Lactams via Palladium-Catalyzed C(sp3)–H Bond Activation of Alkyl Sulfonamides with Substituted Alkenes

Ananya Dutta, Masilamani Jeganmohan
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
2.81
article

Synthesis of γ-Lactams via Palladium-Catalyzed C(sp3)–H Bond Activation of Alkyl Sulfonamides with Substituted Alkenes

Ananya Dutta, Masilamani Jeganmohan
article en
3 citations

Abstract

A methodology for the <i>γ</i>-butyrolactam scaffolds via ligand-enabled C(sp<sup>3</sup>)-H bond functionalization of sulfonamides with olefins has been demonstrated. The protocol has been found to be compatible with several activated and unactivated olefins, and the desired lactams were formed in excellent yields. A plausible mechanism has been described to account for the desired lactamization reaction as well as supported by mechanistic investigation including a <sup>1</sup>H NMR study and isolation of a palladacycle intermediate.

Organic LettersVol. 27(9)
Indian Institute of Technology Madras (IN)
Indian Institute of Technology Madras, Science and Engineering Research Board
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
2.81
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