Primary Alkyl Bromides from Dimethylthiocarbamates

Meghan F. Moynihan, Joseph W. Tucker, Christopher J. Abelt*

*Department of Chemistry, College of William and Mary, Williamsburg, VA 23187, USA, Email: cjabelwm.edu

M. F. Moynihan, J. W. Tucker, C. J. Abelt, Synthesis, 2008, 3565-3568.

DOI: 10.1055/s-0028-1083195

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Abstract

A bromide Vilsmeier reagent promotes the conversion of primary alkyl dimethylthiocarbamates into alkyl bromides in high yields in the presence of other non-acid sensitive and non-nucleophilic functional groups.

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Key Words

bromination, protecting groups, alkyl bromides, thiocarbamates, Vilsmeier reagent

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ID: J66-Y2008-3420