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Intramolecular Larock indole synthesis for the preparation of tricyclic indoles and its application in the synthesis of tetrahydropyrroloquinoline and fargesine
Gao, Yan1; Shan, Dong1; Jia, Yanxing1,2
关键词Palladium-catalyzed Total synthesis Natural product Indole alkaloids Tetrahydropyrroloquinoline
刊名TETRAHEDRON
2014-08-26
DOI10.1016/j.tet.2014.05.108
70期:34页:5136-5141
收录类别SCI ; IC
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]FORMAL TOTAL-SYNTHESIS ; (+)-LYSERGIC ACID ; NATURAL-PRODUCTS ; BIOMIMETIC SYNTHESIS ; (+/-)-COMMUNESIN F ; CLAVICIPITIC ACID ; INTERNAL ALKYNES ; CYCLIZATION ; ALKALOIDS ; CONSTRUCTION
英文摘要

A general and efficient strategy for fused tricyclic indoles from substituted 2-halogenanilines via the palladium-catalyzed intramolecular Larock indolization process has been developed. Using this strategy, a number of 3,4- and 3,5-fused indoles with a variety of ring sizes can been prepared. The utility of this method is demonstrated through the synthesis of the known tetrahydropyrrolo[4,3,2-de]quinoline 10 and the first total synthesis of fargesine. (C) 2014 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000339035200016
项目编号21372017 ; 21290183 ; 2010CB833200
资助机构National Natural Science Foundation of China ; National Basic Research Program of China (973 Program)
引用统计
被引频次:8[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/63323
专题北京大学药学院
作者单位1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
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GB/T 7714
Gao, Yan,Shan, Dong,Jia, Yanxing. Intramolecular Larock indole synthesis for the preparation of tricyclic indoles and its application in the synthesis of tetrahydropyrroloquinoline and fargesine[J]. TETRAHEDRON,2014,70(34):5136-5141.
APA Gao, Yan,Shan, Dong,&Jia, Yanxing.(2014).Intramolecular Larock indole synthesis for the preparation of tricyclic indoles and its application in the synthesis of tetrahydropyrroloquinoline and fargesine.TETRAHEDRON,70(34),5136-5141.
MLA Gao, Yan,et al."Intramolecular Larock indole synthesis for the preparation of tricyclic indoles and its application in the synthesis of tetrahydropyrroloquinoline and fargesine".TETRAHEDRON 70.34(2014):5136-5141.
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