He Bin-Qing, Wu Xuesong
Hubei Key Laboratory of Bioinorganic Chemistry & Materia Medica, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China.
Org Lett. 2023 Sep 8;25(35):6571-6576. doi: 10.1021/acs.orglett.3c02432. Epub 2023 Aug 30.
A practical and precise method for visible-light-promoted deoxygenative deuteration of common aliphatic alcohols using DO as the deuterium source is reported. Upon intermediacy of xanthate anions, a variety of primary, secondary, and tertiary alcohols can be facilely transformed into deuterioalkanes with excellent D-incorporation at predicted sites. The deoxygenation and deuteration sequence is catalyzed by in situ formed deuterated 2-mercaptopyridine, which plays dual roles as a deuterium atom transfer catalyst and an electron shuttle as well.
报道了一种实用且精确的方法，该方法以DO作为氘源，用于可见光促进的常见脂肪醇的脱氧氘代反应。在黄原酸根阴离子的介导下，各种伯醇、仲醇和叔醇都可以轻松转化为氘代烷烃，在预测位点具有优异的D掺入率。脱氧和氘代过程由原位形成的氘代2-巯基吡啶催化，它同时作为氘原子转移催化剂和电子穿梭体发挥双重作用。
