吲哚与三氯乙酰亚胺酯的傅-克烷基化反应
Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.
作者信息
Suzuki Tamie, Chisholm John D
机构信息
Department of Chemistry, 1-014 Center for Science and Technology, Syracuse University, Syracuse, NY 13244.
出版信息
Tetrahedron Lett. 2019 May 9;60(19):1325-1329. doi: 10.1016/j.tetlet.2019.04.007. Epub 2019 Apr 3.
Abstract
Substituted indole scaffolds are often utilized in medicinal chemistry as they regularly possess significant pharmacological activity. Therefore the development of simple, inexpensive and efficient methods for alkylating the indole heterocycle continues to be an active research area. Reported are reactions of trichloroacetimidate electrophiles and indoles to address the challenges of accessing alkyl decorated indole structures. These alkylations perform best when either the indole or the imidate is functionalized with electron withdrawing groups to avoid polyalkylation.
摘要
取代吲哚骨架在药物化学中经常被使用，因为它们通常具有显著的药理活性。因此，开发简单、廉价且高效的吲哚杂环烷基化方法仍然是一个活跃的研究领域。本文报道了三氯乙亚胺酯亲电试剂与吲哚的反应，以应对构建烷基修饰吲哚结构所面临的挑战。当吲哚或亚胺酯用吸电子基团官能化以避免多烷基化时，这些烷基化反应效果最佳。
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