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有机催化立体选择性合成氟化 3,3'-联双吲哚啉。

Organocatalytic Stereoselective Synthesis of Fluorinated 3,3'-Linked Bisoxindoles.

机构信息

Department of Chemistry, Georgetown University , 37th and O Streets, Washington, DC 20057, United States.

出版信息

J Org Chem. 2018 Feb 2;83(3):1661-1666. doi: 10.1021/acs.joc.7b03084. Epub 2018 Jan 22.

Abstract

A highly diastereoselective organocatalytic method that produces 3-fluoro-3'-hydroxy-3,3'-bisoxindoles and the corresponding 3-fluoro-3'-amino derivatives having two adjacent chirality centers from fluorooxindoles and isatins in high yields is described. The reaction occurs in protic solvents at room temperature, it can be upscaled without compromising yield and stereoselectivity, and chromatographic product purification is not required.

摘要

描述了一种高非对映选择性的有机催化方法,该方法可以高产率地从氟代吲哚和色胺酮生成具有两个相邻手性中心的 3-氟-3'-羟基-3,3'-双氧吲哚和相应的 3-氟-3'-氨基衍生物。反应在质子溶剂中于室温下进行,可以进行放大而不影响产率和立体选择性,并且不需要进行色谱产物纯化。

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