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钌催化的各种唑环取代芳基的间选择性 C-H 硝化反应。

The ruthenium-catalyzed meta-selective C-H nitration of various azole ring-substituted arenes.

机构信息

College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, China.

出版信息

Org Biomol Chem. 2019 Oct 28;17(40):9065-9069. doi: 10.1039/c9ob01930h. Epub 2019 Oct 4.

Abstract

The efficient ruthenium-catalyzed meta-selective C-H nitration of azole ring substituted arenes has been developed. In this work, Ru(CO) was used as the catalyst, AgNO as the nitro source, HPcy·BF as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective C-H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

摘要

发展了一种高效的钌催化的唑环取代芳烃的间位选择性 C-H 硝化反应。在这项工作中,使用 Ru(CO)作为催化剂,AgNO 作为硝基源,HPcy·BF 作为配体,pivalic acid 作为添加剂,DCE 作为溶剂,并且噻唑、吡唑基或可去除的恶唑啉导向基团取代的芳烃具有广泛的耐受性,在这种间位选择性 C-H 硝化反应中得到了中等至良好收率的硝化产物。此外,与传统工艺相比,该研究揭示了一种更温和、更环保的方法来获得间位硝化芳烃。

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