Xu Wei, Zhao Jidong, Li Xiangdong, Liu Yuanhong
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu , Shanghai 200032 , People's Republic of China.
J Org Chem. 2018 Dec 21;83(24):15470-15485. doi: 10.1021/acs.joc.8b02935. Epub 2018 Dec 12.
Benzo[ d]isoxazoles are found to act as novel nucleophiles to undergo gold-catalyzed [5 + 1] or [5 + 2] cycloaddition reactions with ynamides. The reaction provides a concise and chemoselective access to polysubstituted 2 H-benzo[ e][1,3]oxazines or benzo[ f][1,4]oxazepines. In addition, benzo[ d]isoxazoles can also react with gold-carbene intermediates derived from propargyl esters to afford [5 + 1] annulation products.
苯并[d]异恶唑被发现可作为新型亲核试剂，与烯酰胺发生金催化的[5 + 1]或[5 + 2]环加成反应。该反应为多取代的2H-苯并[e][1,3]恶嗪或苯并[f][1,4]恶唑啉提供了一种简洁且具有化学选择性的合成方法。此外，苯并[d]异恶唑还能与源自炔丙基酯的金卡宾中间体反应，生成[5 + 1]环化产物。
