Yao Yu-Fei, Song Jia-Wei, Zhang Cheng-Pan
School of Chemistry, Chemical Engineering and Life Science, Hubei Key Laboratory of Nanomedicine for Neurodegenerative Diseases, Wuhan University of Technology, Wuhan 430070, China.
Org Biomol Chem. 2024 Oct 2;22(38):7866-7873. doi: 10.1039/d4ob01220h.
A concise synthesis of aryl enol ethers from allylic alcohols and arylsulfonium salts by simply using an inorganic base as a mediator is described. The reaction enabled the facile conversion of various α-aryl allylic alcohols into the corresponding aryl enol ethers in good yields with excellent selectivity. The results demonstrated that both symmetric triarylsulfonium triflate and 10-methyl-5-aryl-5,10-dihydrophenothiazin-5-ium salts were effective arylation reagents for the base-initiated selective -arylation and isomerization of α-aryl allylic alcohols. This reaction represents the first use of arylsulfonium salts as arylation reagents to access aryl enol ethers directly from allylic alcohols.
本文描述了一种通过简单地使用无机碱作为介质，由烯丙醇和芳基锍盐简洁合成芳基烯醇醚的方法。该反应能够将各种α-芳基烯丙醇轻松转化为相应的芳基烯醇醚，产率良好且选择性优异。结果表明，对称三芳基三氟甲磺酸锍盐和10-甲基-5-芳基-5,10-二氢吩噻嗪-5-鎓盐都是用于碱引发的α-芳基烯丙醇选择性芳基化和异构化的有效芳基化试剂。该反应代表了首次使用芳基锍盐作为芳基化试剂直接从烯丙醇制备芳基烯醇醚。
