CuO Nanoparticle Catalyzed Synthesis of 2,3-Disubstituted Quinazolinones via Sequential N-Arylation and Oxidative C鈥揌 Amidation

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• 作者：Anju Modi ; Wajid Ali ; Prakash R. Mohanta ; Nilufa Khatun ; Bhisma K. Patel
• 刊名：ACS Sustainable Chemistry & Engineering
• 出版年：2015
• 出版时间：October 5, 2015
• 年：2015
• 卷：3
• 期：10
• 页码：2582-2590
• 全文大小：454K
• ISSN：2168-0485

文摘

CuO nanoparticle catalyzed synthesis of 2,3-disubstituted quinazolinones has been accomplished from 2-halobenzamides and (aryl)methanamines under an air atmosphere. This synthesis of the N-heterocycle involves a sequential Ullmann coupling [between 2-halobenzamide and (aryl)methanamine], oxidation of the in situ generated secondary amine to imine. This is then followed by an intramolecular nucleophilic attack of the amidic N鈥揌 on to the imine carbon (C鈥揘 bond formation) resulting in the synthesis of 2,3-disubstituted quinazolinones. The recyclability of the catalyst and tolerance of a wide range of functional groups makes this method efficient and cost-effective.