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本文引用的文献

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Pd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant.Pd(II)催化的分子内酰胺芳基化反应,烯烃与氧气作为唯一氧化剂。
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Integrated catalytic C-H transformations for one-pot synthesis of 1-arylisoindoles from isoindolines via palladium-catalyzed dehydrogenation followed by C-H arylation.通过钯催化脱氢和 C-H 芳基化,从异吲哚啉一锅合成 1-芳基异吲哚的集成催化 C-H 转化。
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Enantioselective organocatalytic C-H bond functionalization via tandem 1,5-hydride transfer/ring closure: asymmetric synthesis of tetrahydroquinolines.手性有机催化 C-H 键官能化的串联 1,5-氢转移/环化反应:四氢喹啉的不对称合成。
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Palladium-Catalyzed Carboetherification and Carboamination Reactions of γ-Hydroxy- and γ-Aminoalkenes for the Synthesis of Tetrahydrofurans and Pyrrolidines.钯催化γ-羟基和γ-氨基烯烃的碳醚化和碳胺化反应合成四氢呋喃和吡咯烷
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Synthesis and applications of tert-butanesulfinamide.叔丁基亚磺酰胺的合成与应用。
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6
Pd-catalyzed carboamination of oxazolidin-2-ones: a stereoselective route to trans-2,5-disubstituted pyrrolidines.钯催化的恶唑烷-2-酮的碳氨化反应:一种立体选择性合成反式-2,5-二取代吡咯烷的方法。
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7
Highly stereoselective 7-endo-trig/ring contraction cascade to construct pyrrolo[1,2-a]quinoline derivatives.高立体选择性的 7-endo-trig/环收缩级联反应构建吡咯并[1,2-a]喹啉衍生物。
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8
Use of aryl chlorides as electrophiles in Pd-catalyzed alkene difunctionalization reactions.芳基氯作为亲电试剂在 Pd 催化的烯烃双官能团化反应中的应用。
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Two-step total syntheses of canthin-6-one alkaloids: new one-pot sequential Pd-catalyzed Suzuki-Miyaura coupling and Cu-catalyzed amidation reaction.坎亭酮生物碱的两步全合成:新一锅顺序钯催化的Suzuki-Miyaura 偶联和铜催化的酰胺化反应。
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10
Diastereoselective synthesis of hexahydro-3H-pyrrolyzin-3-ones through Pd-catalyzed carboamination.通过钯催化的碳酰胺化反应立体选择性合成六氢-3H-吡咯并[3,2-b]吡咯-3-酮。
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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.

DOI:10.1021/ol201123b
PMID:21604733
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3118464/
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。