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

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 trif...

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Veröffentlicht in:Advanced synthesis & catalysis 2013-09, Vol.355 (13), p.2686-2692
Hauptverfasser: Cai, Zhong-Jian, Wang, Shun-Yi, Ji, Shun-Jun
Format: Artikel
Sprache:eng
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Zusammenfassung: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N bonds are formed in one step via the imine formation and oxidative C(sp3)H functionalization.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201300333