Department of Chemistry, NUS, 3 Science Drive 3, 11754, Singapore.
Chem Commun (Camb). 2013 Sep 21;49(73):7985-96. doi: 10.1039/c3cc43950j. Epub 2013 Aug 1.
Bromination reactions have been made a lot more convenient since the invention of N-bromoamide reagents. These reagents are more easily handled when compared to molecular bromine. In comparison to other halogens, brominating reagents sit in between chlorine and iodine on the reactivity scale, giving them an advantage in some cases. Recently, several important advances in enantioselective bromofunctionalization of alkenes using such reagents have been reported. This article will highlight the challenges and methods to surmount these problems. In addition, this article will also show the use of N-bromoamide reagents in expanding the scope of diastereoselective bromofunctionalization of alkenes. Examples include bromine initiated cyclic ether cascades and novel multicomponent reactions (MCRs).
自从 N-溴代酰胺试剂发明以来，溴化反应变得更加方便。与分子溴相比，这些试剂更容易处理。与其他卤素相比，溴化试剂在反应性尺度上介于氯和碘之间，这使它们在某些情况下具有优势。最近，使用这些试剂对烯烃进行对映选择性溴官能化的几个重要进展已经得到了报道。本文将重点介绍使用 N-溴代酰胺试剂克服这些问题的挑战和方法。此外，本文还将展示 N-溴代酰胺试剂在扩大烯烃的非对映选择性溴官能化范围中的应用。例子包括溴引发的环醚级联反应和新型多组分反应（MCR）。
