Elimination Reactions

Chapter 8 Elimination Reactions M. L. Birsa, M. L. Birsa Faculty of Chemistry, "Al. I. Cuza" University of Iasi, Iasi, RomaniaSearch for more papers by this author M. L. Birsa, M. L. Birsa Faculty of Chemistry, "Al. I. Cuza" University of Iasi, Iasi, RomaniaSearch for more papers by this author Book Editor(s):Mark Moloney, Mark Moloney University of Oxford, Mansfield Road, Oxford, UK, OX1 3TA United KingdomSearch for more papers by this author First published: 15 March 2024 https://doi.org/10.1002/9781119716846.ch8Book Series:Organic Reaction Mechanisms Series AboutPDFPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShareShare a linkShare onEmailFacebookTwitterLinkedInRedditWechat Summary A unified framework for understanding nucleophilicity and protophilicity in the S N 2/E2 competition is described. The first palladium-N-heterocyclic carbene catalyzed Suzuki cross-coupling of aryl sulfoxides with phenylboronic acids is established. Density functional theory calculations have indicated that the reaction occurred through oxidative addition, transmetalation, and reductive elimination to provide the final coupling product. The synthesis of various functionalized alkynes from non-alkyne sources is overviewed in terms of its scope, limitations, and recent developments, especially elimination reactions. The mechanism of the photoreaction of azidomethyl methyl sulfide is investigated by a combined approach using low-temperature matrix isolation FTIR spectroscopy in conjunction with two theoretical methods. Lewis acid-assisted palladium-catalyzed dealkoxylation of N-alkoxyamides has been developed. The reaction proceeded with various N-alkoxyamides including a sulfonamide and a phosphoramide, in the absence of an external reductant. References Vermeeren , P. , Hansen , T. , Jansen , P. , Swart , M. , Hamlin , T. A. , and Bickelhaupt , F. M. , Chem. – Eur. 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