The Use of Ureates as Activators for Samarium Diiodide

Chriss E. McDonald*, Jeremy D. Ramsey, Christopher C. McAtee, Joseph R. Mauck, Erin M. Hale and Justin A. Cumens

*Department of Chemistry, Lycoming College, 700 College Place, Williamsport, Pennsylvania 17701, United States, Email: mcdonaldlycoming.edu

C. E. McDonald, J. D. Ramsey, C. C. McAtee, J. R. Mauck, E. M. Hale, J. A. Cumens, J. Org. Chem., 2016, 81, 5903-5914.

DOI: 10.1021/acs.joc.6b00733

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Abstract

Several ureates formed by treatment of the corresponding ureas with n-BuLi activate SmI₂ to a substantial extent toward dehalogenations of alkyl and aryl halides including substrates of low reactivity such as aryl fluorides.

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Key Words

dehalogenations, samarium diiodide

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ID: J42-Y2016