Regioselective Copper-Catalyzed Dicarbonylation of Imidazo[1,2-a]pyridines with N,N-Disubstituted Acetamide or Acetone: An Approach to 1,2-Diketones Using Molecular Oxygen

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• 作者：Changcheng Wang ; Sai Lei ; Hua Cao ; Shuxian Qiu ; Jingyun Liu ; Hao Deng ; Caijuan Yan
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：December 18, 2015
• 年：2015
• 卷：80
• 期：24
• 页码：12725-12732
• 全文大小：514K
• ISSN：1520-6904

文摘

A novel copper-catalyzed regioselective double carbonylation of imidazo[1,2-a]pyridines with N,N-disubstituted acetamide or acetone using molecular oxygen has been described. It has provided a new approach to synthesize 1,2-carbonyl imidazo[1,2-a]pyridines, which are important substrates and intermediates in preparation of fine chemicals. The product shares a skeleton similar to that of Zolpidem, one of the most prescribed drugs in the world. ¹⁸O-labeling experiments unambiguously established that the oxygen source of products originated from O₂ rather than H₂O.