Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation
Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation
复制标题
通过无金属接力反应对苯胺进行酰氨基定向的特异性连续双官能化以掺入氧和氮
DOI：
10.1021/acs.joc.8b02636
复制
发表时间：
2019
影响因子：
3.6
通讯作者：
Zhang Guisheng
中科院分区：
文献类型：
--
作者：
Wan Yameng;Zhang Zhiguo;Ma Nana;Bi Jingjing;Zhang Guisheng
新型的酰胺基介导的双取代反应首次实现了苯胺类化合物（1）在温和无金属条件下的连续双官能化反应。二（三氟乙酰氧基）碘代苯（PIFA）与BF 3·Et 2 O直接反应生成一系列对乙酰氧基或对烷氧基邻硝基N-芳基酰胺（2），它们是各种药物、功能材料和生物活性分子的关键骨架。这些产品中官能团的灵活性为这种新型方案提供了合成应用的出色通用性。
Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3·Et2O promoted straightforward reaction produces a series ofp-acetoxyl- orp-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.