Tunable Arylative Cyclization of 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation
其他题名Tunable Arylative Cyclization of 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation
福井雄树; Liu P(刘平); He ZT(何智涛); Wu NY(吴诺毅); Tian P(田平); Lin GQ(林国强)
2014
发表期刊J. Am. Chem. Soc.
卷号136期号:44页码:15607-15614
摘要Two tunable arylative cyclizations of cyclohexadienone-containing 1,6-enynes are reported via rhodium(III)-catalyzed C-H activation of O-substituted N-hydroxybenzamides. The use of different O substituents, i.e. O-Piv and O-Me, on the directing group allows the formation of either tetracyclic isoquinolones through an (c)-Michael addition process or hydrobenzofurans through a (N)Michael addition process. Mechanistic investigations of these two cascade reactions clearly indicated that the C-H bond cleavage process was involved in the turnover-limiting step. Furthermore, the cyclization products could be subjected to various transformations for elaborating the pharmaceutically and synthetically valuable potential. This is the first example of a rhodium(III)-catalyzed arylative cyclization reaction of 1,6-enynes, and the results extend the application realm of Cp*Rh-III-catalyzed C-H activation cascade reactions.
学科领域天然产物有机化学
DOI10.1021/ja5072702
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收录类别SCI
语种英语
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被引频次:80[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/38993
专题中科院天然产物有机化学重点实验室
通讯作者Tian P(田平); Lin GQ(林国强)
作者单位中科院上海有机化学研究所
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GB/T 7714
福井雄树,Liu P,He ZT,et al. Tunable Arylative Cyclization of 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation[J]. J. Am. Chem. Soc.,2014,136(44):15607-15614.
APA 福井雄树,刘平,何智涛,吴诺毅,田平,&林国强.(2014).Tunable Arylative Cyclization of 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation.J. Am. Chem. Soc.,136(44),15607-15614.
MLA 福井雄树,et al."Tunable Arylative Cyclization of 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation".J. Am. Chem. Soc. 136.44(2014):15607-15614.
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