Phosphine-Catalyzed Annulations of 4,4-Dicyano-2-Methylenebut-3-enoates with Maleimides and Maleic Anhydride

CORC > 上海有机化学研究所 > 中国科学院上海有机化学研究所 > 金属有机化学国家重点实验室

	Phosphine-Catalyzed Annulations of 4,4-Dicyano-2-Methylenebut-3-enoates with Maleimides and Maleic Anhydride
	Zhang XN(张肖楠); Chen GQ(陈根强); Tang XY(唐翔鹰); Wei Y(魏音); Shi M(施敏)
刊名	Angew. Chem.-Int. Edit.
	2014
卷号	53 期号:40 页码:10768-10773
其他题名	膦催化的贫电子共轭二烯和马来酰亚胺和马来酸酐的环化反应
通讯作者	施敏
英文摘要	A novel phosphine-catalyzed [4+1] annulation of maleimides with 4,4-dicyano-2-methylenebut-3-enoates has been developed to afford spirocyclic products, and the maleimides serves as C-1 synthons. Moreover, a phosphinecatalyzed formal [3+2] annulation between 4,4-dicyano-2-methylenebut-3-enoates and maleic anhydride has been also achieved, and maleic anhydride behaved as a C-3 synthon in the reaction, thus efficiently affording the functionalized cyclopentenones. A stable phosphinium-containing zwitterionic compound is the key reactive intermediate in both annulations and was successfully isolated. Plausible mechanisms have been proposed on the basis of control experiments and deuterium-labeling experiments.
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/anie.201406100
语种	英语
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/39112]
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
推荐引用方式 GB/T 7714	Zhang XN,Chen GQ,Tang XY,et al. Phosphine-Catalyzed Annulations of 4,4-Dicyano-2-Methylenebut-3-enoates with Maleimides and Maleic Anhydride[J]. Angew. Chem.-Int. Edit.,2014,53(40):10768-10773.
APA	张肖楠,陈根强,唐翔鹰,魏音,&施敏.(2014).Phosphine-Catalyzed Annulations of 4,4-Dicyano-2-Methylenebut-3-enoates with Maleimides and Maleic Anhydride.Angew. Chem.-Int. Edit.,53(40),10768-10773.
MLA	张肖楠,et al."Phosphine-Catalyzed Annulations of 4,4-Dicyano-2-Methylenebut-3-enoates with Maleimides and Maleic Anhydride".Angew. Chem.-Int. Edit. 53.40(2014):10768-10773.