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Sc(OTf) 催化富电子(杂)芳基亲核试剂与 9-芳基-9-芴醇的脱氢反应。

A Sc(OTf) catalyzed dehydrogenative reaction of electron-rich (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols.

机构信息

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China.

出版信息

Org Biomol Chem. 2019 Nov 28;17(44):9615-9619. doi: 10.1039/c9ob02138h. Epub 2019 Oct 30.

Abstract

A highly efficient dehydrogenative reaction of a series of nucleophiles with 9-aryl-fluoren-9-ols has been realized by using only 2 mol% of Sc(OTf) as a catalyst. The corresponding indole-containing 9,9-diarylfluorenes were obtained in up to 99% yield as well as other electron-rich (hetero)arene adducts. The protocol exhibits high selectivity, mild reaction conditions and good substrate compatibility (32 examples). This protocol is further highlighted by its applications in the construction of potential electroluminescent materials.

摘要

通过使用仅 2 mol% 的 Sc(OTf)3 作为催化剂,实现了一系列亲核试剂与 9-芳基-9-芴醇的高效脱氢反应。以高达 99%的收率得到了相应的含吲哚的 9,9-二芳基芴,以及其他富电子(杂)芳族加合物。该反应条件温和,具有高选择性和良好的底物相容性(32 个实例)。该方法还进一步应用于构建潜在的电致发光材料。

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