Department of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, TX 76019, USA.
Org Biomol Chem. 2018 Dec 12;16(48):9354-9358. doi: 10.1039/c8ob02734j.
There is significant interest in developing more rapid and efficient production of nitrogen-containing allylic compounds, as widely used in various syntheses. This work reports a variety of allylic azides and allylic amines synthesized by an efficient, new one-pot protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)-isomer, under metal-free conditions. This process tolerates several functional groups including halogen-containing molecules; it is general for azides and amine nucleophiles; and, adducts were obtained in good yields.
人们对开发更快速、高效的含氮烯丙基化合物生产方法产生了浓厚的兴趣，因为这些化合物在各种合成中被广泛应用。这项工作报道了一种通过高效、新颖的一锅法合成各种烯丙基叠氮化物和烯丙基胺的方法，该方法使用易得的末端烯烃作为起始原料。该方法在无金属条件下高度区域和立体选择性地生成线性（E）异构体。该过程可以容忍包括含卤素分子在内的几种官能团；对叠氮化物和胺亲核试剂都适用；并且，加合物以良好的收率得到。
