Department of Organic Chemistry, Arrhenius Laboratory , Stockholm University , SE-106-91 Stockholm , Sweden.
Org Lett. 2018 Apr 6;20(7):1785-1788. doi: 10.1021/acs.orglett.8b00287. Epub 2018 Mar 14.
Two transition-metal-free methods to access substituted phenols via the arylation of silanols or hydrogen peroxide with diaryliodonium salts are presented. The complementary reactivity of the two nucleophiles allows synthesis of a broad range of phenols without competing aryne formation, as illustrated by the synthesis of the anesthetic Propofol. Furthermore, silyl-protected phenols can easily be obtained, which are suitable for further transformations.
本文提出了两种过渡金属免费的方法，通过硅醇或过氧化氢与二芳基碘鎓盐的芳基化反应来制备取代酚。两种亲核试剂的互补反应性允许广泛的酚类化合物的合成，而不会产生竞争的芳基炔，如麻醉剂丙泊酚的合成所示。此外，还可以容易地获得硅基保护的酚类化合物，它们适合进一步转化。
