Tetrahedron ( IF 2.1 ) Pub Date : 2021-06-23 , DOI: 10.1016/j.tet.2021.132273 Yuan-Ze Xu , Qi-Ling Wen , Feng Sha , Qiong Li , Xin-Yan Wu
Acronycine and noracronycine are chromene-containing alkaloids with significant biological activity. We have accomplished a concise total synthesis of acronycine and noracronycine. The key step, regioselective nucleophilic addition of anthranilate to chromene-type arynes under mild and transition-metal-free conditions was achieved. In addition, further modifications of nucleophilic addition products, such as hydrogenation, O-functionalization and palladium-catalyzed coupling reactions have also been developed, providing a concise procedure for these alkaloids and their derivatives.
中文翻译:
acronycine 和 noracronycine 的全合成:芳炔胺化方法
Acronycine 和 noracronycine 是含有色烯的生物碱,具有显着的生物活性。我们已经完成了一个简明的acronycine和noracronycine的全合成。关键步骤是在温和且无过渡金属的条件下实现了邻氨基苯甲酸对色烯型芳炔的区域选择性亲核加成。此外,还开发了亲核加成产物的进一步修饰,如氢化、O-官能化和钯催化的偶联反应,为这些生物碱及其衍生物提供了简明的方法。