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氯代和溴代呋咱的合成及合成应用。

Synthesis and Synthetic Application of Chloro- and Bromofuroxans.

机构信息

Department of Chemistry, Graduate School of Science, Kobe University, Nada-ku, Kobe, Hyogo 657-8501, Japan.

Graduate School of Science, Technology and Innovation, Kobe University, Nada-ku, Kobe, Hyogo 657-8501, Japan.

出版信息

J Org Chem. 2020 May 1;85(9):5959-5972. doi: 10.1021/acs.joc.0c00326. Epub 2020 Apr 13.

Abstract

Furoxans are potentially useful heteroaromatic units in pharmaceuticals and agrichemicals. However, the applications for furoxan-based compounds have been hampered due to the underdevelopment of their synthetic methods. Herein, we report a new synthetic approach for the synthesis of chloro- and bromofuroxans. The starting materials were dichloro- and dibromofuroxans, and the substituents were directly introduced to the furoxan ring in a modular fashion. The synthesized monohalofuroxans served as substrates for the installation of a second substituent to prepare further functionalized furoxans.

摘要

呋咱是医药和农用化学品中具有潜在应用价值的杂芳环单元。然而,由于其合成方法欠发达,基于呋咱的化合物的应用受到了限制。在此,我们报告了一种新的合成方法,用于合成氯代和溴代呋咱。起始原料为二氯代和二溴代呋咱,取代基以模块化的方式直接引入呋咱环。合成的单卤代呋咱可作为底物,用于引入第二个取代基,以制备进一步的功能化呋咱。

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