Indirect ortho functionalization of substituted toluenes through ortho   olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction   conditions

doi:10.1021/ja070588a

CORC > 北京大学 > 化学与分子工程学院

	Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions
	Cai, Guixin ; Fu, Ye ; Li, Yizhou ; Wan, Xiaobing ; Shi, Zhangjie
刊名	journal of the american chemical society
	2007
关键词	C-H BONDS FRIEDEL-CRAFTS BENZYLATION CARBON-HYDROGEN BONDS AROMATIC SUBSTITUTION PALLADIUM COMPLEXES CATALYTIC FUNCTIONALIZATION OXIDATIVE FUNCTIONALIZATION COUPLING REACTIONS METAL-COMPLEXES MILD CONDITIONS
DOI	10.1021/ja070588a
英文摘要	Highly regioselective olefination of substituted N,N-dimethylbenzylamines was developed by tuning the acidity of reaction conditions based on analysis of their features. The ortho-functionalized N,N-dimethylbenzylamines were further transformed into 3-(2'-tolyl)propanoic acid and its derivatives under mild conditions. These two transformations could be combined into one pot, and 3-(2'-tolyl)propanoic acid and its derivatives were obtained in moderate to good yields. Mechanistic studies indicated that electrophilic attack on the phenyl ring by the Pd(II) ion assisted by the N,N-dimethylaminomethyl group was a key step during this catalytic transformation, which was controlled by the acidity of the reaction conditions.; Chemistry, Multidisciplinary; SCI(E); PubMed; 220; ARTICLE; 24; 7666-7673; 129
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/198344]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Cai, Guixin,Fu, Ye,Li, Yizhou,et al. Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions[J]. journal of the american chemical society,2007.
APA	Cai, Guixin,Fu, Ye,Li, Yizhou,Wan, Xiaobing,&Shi, Zhangjie.(2007).Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions.journal of the american chemical society.
MLA	Cai, Guixin,et al."Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions".journal of the american chemical society (2007).