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

A selective ortho-olefination of primary amides yields valuable motifs for pharmaceuticals. Primary amide-directed ortho-olefination of benzamide using unactivated alkenes was successfully conducted with a ruthenium­(II) catalyst. The established protocol demonstrates efficacy across various benzami...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-12, Vol.89 (23), p.17752-17760
Main Authors: Soni, Aditi, Negi, Lalit, Sharma, Charu, Srivastava, Avinash K., Joshi, Raj K.
Format: Article
Language:English
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Summary:A selective ortho-olefination of primary amides yields valuable motifs for pharmaceuticals. Primary amide-directed ortho-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 ortho-olefinated amides into five-membered lactams highlights their synthetic applicability in the pharmaceutical sector.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00637