Synthesis of Quinazolinones, Imidazo[1,2-c]quinazolines and Imidazo[4,5-c]quinolines through Tandem Reductive Amination of Aryl Halides and Oxidative Amination of C(sp³)-H Bonds

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• 作者：Nitesh Kumar Nandwana ; Shiv Dhiman ; Hitesh Kumar Saini ; Indresh Kumar and Anil Kumar
• 刊名：European Journal of Organic Chemistry
• 出版年：2017
• 出版时间：January 18, 2017
• 年：2017
• 卷：2017
• 期：3
• 页码：514-522
• 全文大小：1708K
• ISSN：1099-0690

文摘

A tandem multicomponent approach has been described for the synthesis of quinazolinones, imidazo[1,2-c]quinazolines and imidazo[4,5-c]quinolines. The reaction involves a copper-catalyzed reductive amination through azidation followed by reduction and oxidative amination of C(sp³)–H bonds of N,N-dimethylacetamide in the presence of TBHP (tert-butylhydroperoxide) as oxidant. The method uses the easily available sodium azide as a nitrogen source and DMA (N,N-dimethylacetamide) as a one-carbon source for the synthesis of these N-fused heterocycles in good to excellent yields. The reaction can also be used for gram-scale synthesis.