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 | |
Liu J(刘俊); Chen M(陈铭); Zhang LW(张良伟); Liu YH(刘元红) | |
刊名 | Chem.-Eur. J. |
2015 | |
卷号 | 21期号:3页码:1009-1013 |
其他题名 | 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 |
通讯作者 | 刘元红 |
英文摘要 | A 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. |
学科主题 | 金属有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1002/chem.201405965 |
语种 | 英语 |
WOS记录号 | WOS:000347615200013 |
内容类型 | 期刊论文 |
源URL | [http://ir.sioc.ac.cn/handle/331003/39559] |
专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
作者单位 | 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 |
推荐引用方式 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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