通过远程导向基团激活的自由基接力策略，在室温下通过选择性 C(sp)-H 断裂实现直接苄基 C(sp)-O 偶联与醇反应。
Direct Benzylic C(sp)-O Coupling with Alcohol via Site-Selective C(sp)-H Cleavage at Room Temperature through a Remote Directing Group-Enabled Radical Relay Strategy.
机构信息
Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
出版信息
J Org Chem. 2022 Aug 19;87(16):10698-10709. doi: 10.1021/acs.joc.2c00884. Epub 2022 Aug 5.
Employing a low loading of the terminal oxidant, a remote directing group-enabled radical relay strategy for benzylic direct C(sp)-H alkoxylation with alcohols at room temperature is developed. Satisfactory site-selectivity, chemoselectivity, and reaction scope are achieved under simple and mild conditions, and no ligand or additive is required. Mechanistic studies, ready conversions of the directing group, and other benzylic functionalizations currently under development in our laboratory further indicate the promising potentials of this remote directing group-enabled radical relay strategy.
采用低负载的末端氧化剂，开发了一种远程导向基团促进的自由基接力策略，用于室温下醇与苄位 C(sp)-H 的直接烷氧基化反应。在简单温和的条件下，实现了令人满意的位置选择性、化学选择性和反应范围，且无需配体或添加剂。机理研究、导向基团的可转化性以及我们实验室目前正在开发的其他苄位官能团化反应进一步表明了这种远程导向基团促进的自由基接力策略具有广阔的应用前景。
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