级联分子内 N-芳基化/分子间碳氨化反应构建三环杂环。
Cascade intramolecular N-arylation/intermolecular carboamination reactions for the construction of tricyclic heterocycles.
机构信息
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan, 48109-1055, USA.
出版信息
Org Lett. 2011 Jun 17;13(12):3218-21. doi: 10.1021/ol201123b. Epub 2011 May 23.
Abstract
A new method for the stereoselective synthesis of tetrahydropyrroloindoles and hexahydropyrroloquinolines of general structure 8 is described. These products are formed through cascade Pd-catalyzed coupling reactions between aryl chlorides and unsaturated amine substrates 5. A single catalyst effects an intramolecular N-arylation reaction followed by an intermolecular alkene carboamination reaction to generate two rings, three bonds, and one stereocenter with good chemoselectivity, diastereoselectivity, and chemical yield.
摘要
描述了一种用于立体选择性合成四氢吡咯并吲哚和六氢吡咯并喹啉一般结构 8 的新方法。这些产物是通过芳基氯化物与不饱和胺底物 5 之间的级联 Pd 催化偶联反应形成的。单个催化剂可以进行分子内 N-芳基化反应，然后进行分子间烯烃碳氨化反应，以生成两个环、三个键和一个具有良好化学选择性、非对映选择性和化学收率的立体中心。
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