School of Pharmacy and State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, P. R. China.
Org Lett. 2016 Aug 19;18(16):4032-5. doi: 10.1021/acs.orglett.6b01883. Epub 2016 Aug 8.
An unprecedented nucleophilic addition/cyclization/aromatization cascade of basic chemicals, i.e., aromatic alkenes/alkynes, trimethylsilyl cyanide and N,N-disubstituted formamide, has been developed to give a series of multisubstituted pyrroles in moderate to good yields with high regioselectivities. This reaction not only reveals a new reaction mode for α-aminonitriles, but also provides a new and efficient cyclization pattern for the synthesis of multisubstituted pyrroles as well as their derivatives, which might facilitate related biological studies.
一种前所未有的亲核加成/环化/芳构化级联反应，即芳香烯烃/炔烃、三甲基硅氰化物和 N,N-二取代甲酰胺，已被开发用于以中等至良好的收率和高区域选择性得到一系列多取代吡咯。该反应不仅揭示了α-氨基腈的一种新反应模式，而且为多取代吡咯及其衍生物的合成提供了一种新的、有效的环化模式，这可能有助于相关的生物学研究。
