Synthesis of Imidazo[1,5-a]quinolines via Metal-Free Oxidative Amination of sp3 C-H Bonds

被引:9
|
作者
Liu, Huanhuan [1 ]
Wang, Xinfeng [1 ]
Ma, Chen [1 ,2 ]
机构
[1] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
来源
SYNTHESIS-STUTTGART | 2018年 / 50卷 / 14期
基金
中国国家自然科学基金;
关键词
quinolone; amino acid; metal-free; oxidative amination; C-H functionalization; EFFICIENT SYNTHESIS; HIGHLY POTENT; DERIVATIVES; LIGANDS; DESIGN; AMINES;
D O I
10.1055/s-0037-1610137
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel oxidative amination of sp(3) C-H bonds was developed for the efficient synthesis of imidazo[1,5-a]quinolines from readily available -amino acids and (2-azaaryl)methanes. This domino protocol, which was established in a TBAI-TBHP oxidation system, includes transition-metal-free decarboxylation and intramolecular cyclization. This method represented a new avenue for the synthesis of N-heterocycles using 2-methylquinolines as the synthon of quinoline-2-carbaldehydes.
引用
收藏
页码:2761 / 2767
页数:7
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