Copper(I) Iodide/Boron Trifluoride Etherate-Cocatalyzed Aerobic Dehydrogenative Reactions Applied in the Synthesis of Substituted Heteroaromatic Imidazo[1,2-a]pyridines

被引:81
作者
Cai, Zhong-Jian [1 ]
Wang, Shun-Yi [1 ]
Ji, Shun-Jun [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
C(sp(3))H functionalization; copper; dehydrogenative coupling; imidazo[1; 2-a]pyridines; oxygen; ONE-POT SYNTHESIS; MOLECULAR-OXYGEN; ALPHA-KETOAMIDES; BOND FORMATION; CATALYZED OXIDATION; COUPLING REACTIONS; OXIDASE CATALYSIS; FACILE SYNTHESIS; N-HETEROCYCLES; C-C;
D O I
10.1002/adsc.201300333
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Compared with the well-known palladium-catalyzed oxidative dehydrogenation coupling reactions, similar transforms initiated by copper/oxygen have attracted more and more attention. We have investigated a novel construction of heteroaromatic imidazo[1,2-a]pyridines through copper(I) iodide/boron trifluoride etherate/oxygen-mediated dehydrogenative reactions of aryl alkyl or alkyl alkyl ketones with 2-aminopyridines. Four hydrogen atoms are removed and two new CN bonds are formed in one step via the imine formation and oxidative C(sp(3))H functionalization.
引用
收藏
页码:2686 / 2692
页数:7
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