Ruthenium-Catalyzed Hydrodefluorination with Silane as the Directing and Reducing Group,Organic Letters

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Ruthenium-Catalyzed Hydrodefluorination with Silane as the Directing and Reducing Group
Organic Letters ( IF 4.9 ) Pub Date : 2020-11-23 , DOI: 10.1021/acs.orglett.0c03530
Huaquan Fang ₁ , Qiaoxing He _{1,

2} , Guixia Liu _{1,

3} , Zheng Huang _{1,

2,

4}

Affiliation

We describe herein an efficient and selective Ru-catalyzed intramolecular HDF directed by a silyl group, which is readily installed, and removable and transformable following the HDF reaction. The hydrosilyl group in polyfluoroaryl silane acts not only as the directing group but also as the internal reductant, enabling precise control of the ortho-selectivity and avoiding overdefluorination. Mechanistic studies reveal a plausible catalytic cycle involving a Ru(IV)–aryne intermediate.

中文翻译：

以硅烷为导向和还原基的钌催化加氢脱氟

我们在本文中描述了由甲硅烷基引导的有效且选择性的Ru催化的分子内HDF，其在HDF反应后易于安装，可移除和可转化。聚氟芳基硅烷中的氢甲硅烷基不仅用作引导基团，而且还用作内部还原剂，从而能够精确控制邻位选择性并避免过度脱氟。机理研究表明，可能的催化循环涉及Ru（IV）-芳烃中间体。

更新日期：2020-12-04

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