Lewis-Acid-Catalyzed Benzylic Reactions of 2-Methylazaarenes with Aldehydes

被引：46
作者：
Mao, Dan [1 ,2 ]
Hong, Gang [1 ,2 ]
Wu, Shengying [1 ,2 ]
Liu, Xin [1 ,2 ]
Yu, Jianjun [1 ,2 ]
Wang, Limin [1 ,2 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 14期
关键词：
Nitrogen heterocycles; Aldol reactions; C-H activation; C-H FUNCTIONALIZATION; PYRIDINE-N-OXIDES; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; DIRECT ARYLATION; BOND ACTIVATION; IMINOPYRIDINIUM YLIDES; DIRECT ALKENYLATION; SULFONYL ALDIMINES;
D O I：
10.1002/ejoc.201400073
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes have been investigated. Series of azaarene derivatives were afforded by this reaction. 2-(Pyridin-2-yl)ethanols with common substituents were formed through the LiNTf2-promoted aldol reaction for the first time. 2-Alkenylpyridines, exclusively in the form of the E isomers, were synthesized in the presence of LiNTf2 cooperated with H2NTf. In the presence of La(Pfb)(3) as catalysis, 2-alkenylquinolines were obtained in high yields through the reactions between 2-methylquinolines and aldehydes under air.
引用
收藏
页码：3009 / 3019
页数：11
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