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Abstract
Abstract
Two literature procedures for selective bromination of 2-nitrobenzaldehyde using N-bromosuccinimide (NBS) or NaBr-NaIO4 in sulfuric acid were examined. In contrast to the reports that 4-bromo-2-nitrobenzaldehyde is formed as a single product in good yield, reactions using NBS gave a number of isomeric mono- and dibrominated products identified by spectroscopical methods and by sodium borohydride reduction to the corresponding benzyl alcohol, and reactions using NaBr-NaIO4 did not furnish any product.
[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]
GRAPHICAL ABSTRACT
![Graphical abstract]({"type":"image","src":"/na101/home/literatum/publisher/tandf/journals/content/lsyc20/2014/lsyc20.v044.i07/00397911.2013.838790/20140224/images/medium/lsyc_a_838790_o_uf0001.gif"})