通过2-(2-溴苯基)咪唑并[1,2-a]吡啶的钯催化串联反应合成茚并[1',2':4,5]咪唑并[1,2-a]吡啶-11-酮和色烯并[4',3':4,5]咪唑并[1,2-a]吡啶-6-酮
Synthesis of Indeno[1',2':4,5]imidazo[1,2-a]pyridin-11-ones and Chromeno[4',3':4,5]imidazo[1,2-a]pyridin-6-ones through Palladium-Catalyzed Cascade Reactions of 2-(2-Bromophenyl)imidazo[1,2-a]pyridines.
作者信息
Zhang Ju, Zhang Xinying, Fan Xuesen
机构信息
School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University , Xinxiang, Henan 453007, China.
出版信息
J Org Chem. 2016 Apr 15;81(8):3206-13. doi: 10.1021/acs.joc.6b00166. Epub 2016 Mar 29.
A novel and efficient synthesis of 11H-indeno[1',2':4,5]imidazo[1,2-a]pyridin-11-one, a hybrid structure of indenone with imidazo[1,2-a]pyridine, from the reaction of 2-(2-bromophenyl)imidazo[1,2-a]pyridine with carbon monoxide through palladium-catalyzed CO insertion and C-H bond activation, has been developed. Intriguingly, under similar conditions but in the presence of Cu(OAc)2, the reaction selectively afforded 6H-chromeno[4',3':4,5]imidazo[1,2-a]pyridin-6-one, a hybrid structure of chromenone with imidazo[1,2-a]pyridine, via a more sophisticated cascade process including acetoxylation, deacetylation, CO insertion, and C-H bond activation.
通过2-(2-溴苯基)咪唑并[1,2-a]吡啶与一氧化碳在钯催化的CO插入和C-H键活化反应下，已开发出一种新颖且高效的合成11H-茚并[1',2':4,5]咪唑并[1,2-a]吡啶-11-酮的方法，该化合物是茚酮与咪唑并[1,2-a]吡啶的杂化结构。有趣的是，在类似条件下但存在醋酸铜时，该反应通过一个更复杂的级联过程，包括乙酰氧基化、脱乙酰化、CO插入和C-H键活化，选择性地得到6H-色烯并[4',3':4,5]咪唑并[1,2-a]吡啶-6-酮，该化合物是色烯酮与咪唑并[1,2-a]吡啶的杂化结构。
Zotero 插件