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Gold(I)-Catalyzed 1,2-Acyloxy Migration/[3+2] Cycloaddition of 1,6-Diynes with an Ynamide Propargyl Ester Moiety: Highly Efficient Synthesis of Functionalized Cyclopenta[b]indoles
Alternative Title含炔胺炔丙基酯结构的1,6-二炔类底物的金催化1,2-酰氧基迁移/[3+2]环加成反应:官能化环戊烯并[b]吲哚的高效合成
Liu J(刘俊); Chen M(陈铭); Zhang LW(张良伟); Liu YH(刘元红)
2015
Source PublicationChem.-Eur. J.
Volume21Issue:3Pages:1009-1013
AbstractA gold-catalyzed cycloisomerization of 1,6-diynes containing an ynamide propargyl ester or carbonate moiety has been developed that provides an attractive route to a diverse-substituted 3-acyloxy-1,4-dihydrocyclopenta[b]indoles. Mechanistic studies indicate that the reaction likely proceeds through a competitive 1,2-OAc migration followed by [3+2] cycloaddition of the vinyl gold-carbenoid intermediate with the pendant triple bond. The synthetic utility of the obtained cyclopenta[b]indole products was demonstrated by their efficient transformations by deprotection or double-bond isomerization reactions.
Subtype论文
Subject Area金属有机化学
DOI10.1002/chem.201405965
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000347615200013
Citation statistics
Cited Times:50[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39559
Collection金属有机化学国家重点实验室
Corresponding AuthorLiu YH(刘元红)
Affiliation中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Liu J,Chen M,Zhang LW,et al. Gold(I)-Catalyzed 1,2-Acyloxy Migration/[3+2] Cycloaddition of 1,6-Diynes with an Ynamide Propargyl Ester Moiety: Highly Efficient Synthesis of Functionalized Cyclopenta[b]indoles[J]. Chem.-Eur. J.,2015,21(3):1009-1013.
APA 刘俊,陈铭,张良伟,&刘元红.(2015).Gold(I)-Catalyzed 1,2-Acyloxy Migration/[3+2] Cycloaddition of 1,6-Diynes with an Ynamide Propargyl Ester Moiety: Highly Efficient Synthesis of Functionalized Cyclopenta[b]indoles.Chem.-Eur. J.,21(3),1009-1013.
MLA 刘俊,et al."Gold(I)-Catalyzed 1,2-Acyloxy Migration/[3+2] Cycloaddition of 1,6-Diynes with an Ynamide Propargyl Ester Moiety: Highly Efficient Synthesis of Functionalized Cyclopenta[b]indoles".Chem.-Eur. J. 21.3(2015):1009-1013.
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