Hao Hong-Yan, Mao Yang-Jie, Xu Zhen-Yuan, Lou Shao-Jie, Xu Dan-Qian
Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Key Laboratory of Green Pesticides and Cleaner Production Technology of Zhejiang Province, Zhejiang University of Technology, Hangzhou 310014, P.R. China.
Org Lett. 2020 Mar 20;22(6):2396-2402. doi: 10.1021/acs.orglett.0c00588. Epub 2020 Mar 3.
Selective C(sp)-C(sp) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp)-H and C(sp)-H bonds represents an attractive alternative toward new C(sp)-C(sp) bonds. Herein, we establish a selective inter- and intramolecular C(sp)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo- and regioselectivity.
选择性C(sp)-C(sp)键的构建是化学合成中的核心研究内容。尽管经典的交叉偶联反应取得了成功，但惰性C(sp)-H键与C(sp)-H键之间的交叉脱氢偶联反应，为形成新型C(sp)-C(sp)键提供了一种有吸引力的替代方法。在此，我们实现了醇与非导向芳烃之间的分子间和分子内选择性C(sp)-H芳基化反应，从而提供了一条通用途径，能够以高至优异的化学和区域选择性获得多种β-芳基化醇，包括四氢萘-2-醇和苯并吡喃-3-醇。
Zotero 插件