Copper(I) Iodide/Boron Trifluoride Etherate-Cocatalyzed Aerobic Dehydrogenative Reactions Applied in the Synthesis of Substituted Heteroaromatic Imidazo[1,2-a]pyridines
Zhong-Jian Cai, Shun-Yi Wang*(汪顺义), Shun-Jun Ji*(纪顺俊)
*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People's Republic of China
Adv. Synth. Catal. 2013, 355, 2686–2692.
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 C[BOND]N bonds are formed in one step via the imine formation and oxidative C(sp3)[BOND]H functionalization.
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//onlinelibrary.wiley.com/doi/10.1002/adsc.201300333/abstract