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

页码：3009 / 3019

页数：11

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