Oxidative Coupling of Primary Benzamide with Alkenes via <i>o</i>-CH Activation Mediated by Cu(II)/Ru(II)

A selective <i>ortho</i>-olefination of primary amides yields valuable motifs for pharmaceuticals. Primary amide-directed <i>ortho</i>-olefination of benzamide using unactivated alkenes was successfully conducted with a ruthenium(II) catalyst. The established protocol demonstrates efficacy across various benzamides, achieving moderate to good yields with high functional group tolerance. Furthermore, the transformation of <i>ortho</i>-olefinated amides into five-membered lactams highlights their synthetic applicability in the pharmaceutical sector.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-11-13
DOI
https://doi.org/10.1021/acs.joc.4c00637
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

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article

Oxidative Coupling of Primary Benzamide with Alkenes via o-CH Activation Mediated by Cu(II)/Ru(II)

Lalit Negi, Avinash K. Srivastava, Raj K. Joshi, Charu Sharma et al.
2 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

Oxidative Coupling of Primary Benzamide with Alkenes via o-CH Activation Mediated by Cu(II)/Ru(II)

Lalit Negi, Avinash K. Srivastava, Raj K. Joshi, Charu Sharma, Aditi Soni
article en
2 citations

Abstract

A selective <i>ortho</i>-olefination of primary amides yields valuable motifs for pharmaceuticals. Primary amide-directed <i>ortho</i>-olefination of benzamide using unactivated alkenes was successfully conducted with a ruthenium(II) catalyst. The established protocol demonstrates efficacy across various benzamides, achieving moderate to good yields with high functional group tolerance. Furthermore, the transformation of <i>ortho</i>-olefinated amides into five-membered lactams highlights their synthetic applicability in the pharmaceutical sector.

The Journal of Organic ChemistryVol. 89(23)
Malaviya National Institute of Technology Jaipur (IN)
Council of Scientific and Industrial Research, India, University Grants Committee, Malaviya National Institute of Technology, Jaipur
Clean water and sanitation
Openalex Percentile: Top 38%
Catalytic C–H Functionalization Methods
0.50
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