Institute of Drug Discovery and Design, College of Pharmaceutical Sciences , Zhejiang University , Hangzhou 310058 , China.
J Org Chem. 2019 Sep 20;84(18):12157-12164. doi: 10.1021/acs.joc.9b01430. Epub 2019 Aug 28.
Described is an iterative assembly of nitrile oxides and ynamides for the synthesis of isoxazoles and pyrroles. The nitrile oxides could undergo Cu(I)-free cyclization with terminal ynamides for accessing isoxazoles, which could engage in another cyclization with internal ynamides in the presence of Au(I) catalyst to deliver pyrroles, and the reaction could be carried out in a two-step, one-pot procedure. This process is featured with mild reaction condition and broad substrate scope for the synthesis of heterocycles.
描述了一种通过腈氧化物和炔酰胺的迭代组装来合成异恶唑和吡咯的方法。腈氧化物可以在无铜（I）条件下与末端炔酰胺环化生成异恶唑，然后在金（I）催化剂存在下与内部炔酰胺进一步环化生成吡咯，反应可以在两步一锅法中进行。该过程具有反应条件温和、底物范围广的特点，可用于杂环的合成。
