Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes
Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes
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DOI：
10.1021/acs.orglett.0c00588
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发表时间：
2020-03-20
期刊：
影响因子：
5.2
通讯作者：
Xu, Dan-Qian
中科院分区：
文献类型：
--
作者：
Hao, Hong-Yan;Mao, Yang-Jie;Xu, Dan-Qian
选择性 C(sp(3))-C(sp(2)) 键构建是化学合成中的核心问题。尽管经典交叉偶联反应取得了成功，但惰性 C(sp(3))-H 和 C(sp(2))-H 键之间的交叉脱氢偶联代表了新 C(sp(3))-C(sp(2)) 键的有吸引力的替代方案。在此，我们建立了醇与非定向芳烃的选择性分子间和分子内C(sp(3))-H芳基化，从而提供了获得各种β-芳基化醇的通用途径，包括四氢萘-2-醇和苯并吡喃-3-醇，具有高至优异的化学和区域选择性。
Selective C(sp(3))-C(sp(2)) 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(3))-H and C(sp(2))-H bonds represents an attractive alternative toward new C(sp(3))-C(sp(2)) bonds. Herein, we establish a selective inter- and intramolecular C(sp(3))-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of beta-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo- and regioselectivity.