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通过氧化自由基偶联直接实现硫醚的 C(sp3)-H 氮杂化。

Direct methyl C(sp)-H azolation of thioanisoles via oxidative radical coupling.

机构信息

College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang 455000, P. R. China.

College of Chemistry and Energy, Zhengzhou University, Zhengzhou 450001, P. R. China.

出版信息

Org Biomol Chem. 2019 Sep 28;17(36):8364-8368. doi: 10.1039/c9ob01530b. Epub 2019 Sep 3.

Abstract

A method for metal-free, 1,3-dibromo-5,5-dimethylhydantoin mediated methyl C(sp)-H bond azolation of thioanisoles has been developed, affording a facile route for the construction of nitrogen-functionalized thioanisoles, possibly via a nitrogen-centered radical process. This reaction represents an important addition to the limited number of existing methods for the methyl C(sp)-H bond functionalization of thioanisoles, and may find practical application in the synthesis of nitrogen-alkylated azoles.

摘要

一种无金属、1,3-二溴-5,5-二甲基海因介导的硫醚 C(sp)-H 键氮杂化方法已经被开发出来,为氮功能化硫醚的构建提供了一种简便的途径,可能是通过氮中心自由基过程。该反应是硫醚 C(sp)-H 键功能化的现有方法中为数不多的重要补充,并且可能在氮烷基唑的合成中具有实际应用。

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