Reexamination of the Bromination of 2-Nitrobenzaldehyde with NBS or NaBr-NaIO<sub>4</sub> in Sulfuric Acid
作者:Matthew M. Cummings、Björn C. G. Söderberg
DOI:10.1080/00397911.2013.838790
日期:2014.4.3
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
摘要 研究了在硫酸中使用 N-溴代琥珀酰亚胺 (NBS) 或 NaBr-NaIO4 选择性溴化 2-硝基苯甲醛的两种文献方法。与 4-溴-2-硝基苯甲醛作为单一产物以良好产率形成的报道相反,使用 NBS 的反应产生了许多异构的单溴化产物和二溴化产物,通过光谱方法和硼氢化钠还原成相应的苯甲醇,并且使用 NaBr-NaIO4 的反应没有提供任何产物。[本文提供补充材料。访问出版商的 Synthetic Communications® 在线版,获取以下免费补充资源:完整的实验和光谱细节。] 图形摘要