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钯催化吲哚在C4位的区域选择性C-H氟烷基化反应。

Palladium-catalyzed regioselective C-H fluoroalkylation of indoles at the C4-position.

作者信息

Borah Arun Jyoti, Shi Zhuangzhi

机构信息

State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.

出版信息

Chem Commun (Camb). 2017 Apr 4;53(28):3945-3948. doi: 10.1039/c7cc01274h.

Abstract

An exclusive catalytic C4-selective fluoroalkylation of indoles with highly active (1H, 1H-perfluoroalkyl)mesityliodonium triflate has been described. The key to its high regioselectivity is the appropriate choice of an easily accessible, cheap and removable directing group at the C3 position in the presence of a Pd(OAc) catalyst. Besides indole fluoroalkylation, the application of this strategy in other heteroarenes such as benzo[b]thiophene is also described.

摘要

已经报道了一种用高活性的三氟甲磺酸(1H, 1H-全氟烷基)均三甲苯基碘鎓对吲哚进行的专一性催化C4选择性氟烷基化反应。其高区域选择性的关键在于在Pd(OAc)催化剂存在下,在C3位适当选择一个易于获得、廉价且可去除的导向基团。除了吲哚氟烷基化反应外,还描述了该策略在其他杂芳烃如苯并[b]噻吩中的应用。

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