Silver(I)-Catalyzed Hydroazidation of Ethynyl Carbinols: Synthesis of 2-Azidoallyl Alcohols
作者:Zhenhua Liu、Jianquan Liu、Lin Zhang、Peiqiu Liao、Jinna Song、Xihe Bi
DOI:10.1002/anie.201310264
日期:2014.5.19
The hydroazidation of alkynes is the most straightforward pathway to synthetically useful vinyl azides. However, a general hydroazidation of alkynes remains elusive. Herein, a chemo‐ and regioselective transformation of ethynyl carbinols into vinyl azides is described. This reaction produces a wide variety of 2‐azidoallyl alcohols with high efficiency and in good to excellent yields. These compounds
炔烃的加氢叠氮是合成上有用的乙烯基叠氮化物的最直接途径。然而,炔烃的一般加氢叠氮仍然难以实现。本文描述了乙炔甲醇向叠氮化乙烯基的化学和区域选择性转化。该反应可高效且以良好至极佳的收率生产出各种各样的2-叠氮基烯丙醇。这些化合物构成了一类新的致密功能化的合成中间体。通过进一步转化为氨氮氮丙啶已证明了它们的合成潜力。反应的机理方面将吸引从事炔烃化学和银催化作用的化学家的注意。