Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions

Aborways, Marwa M.; Moran, Wesley J.

Abstract

The study of the reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions is presented. With sodium iodide, α-iodoenones were formed, however, with sodium bromide or chloride the α-haloenones were only formed in low yields under anhydrous conditions. Conversely, upon addition of water to the reaction mixtures, α,α-dibromoketones and α,α-dichloroketones were formed in good yields, but α,α-diiodoketones were not observed.

Citation

Aborways, M. M., & Moran, W. J. (2014). Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions. Tetrahedron Letters, 55(13), 2127-2129. https://doi.org/10.1016/j.tetlet.2014.02.042

• Journal Article Type: Article
• Acceptance Date: Feb 13, 2014
• Online Publication Date: Feb 24, 2014
• Publication Date: Mar 26, 2014
• Deposit Date: May 22, 2024
• Journal: Tetrahedron Letters
• Print ISSN: 0040-4039
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 55
• Issue: 13
• Pages: 2127-2129
• DOI: https://doi.org/10.1016/j.tetlet.2014.02.042
• Public URL: https://keele-repository.worktribe.com/output/764019