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Copper-Catalyzed Domino Synthesis of Quinazolin-4(3H)-ones from (Hetero)arylmethyl Halides, Bromoacetate, and Cinnamyl Bromide

Haidong Wei, Tianbin Li, Yue Zhou, Lihong Zhou, Qingle Zeng*

*Institute of Green Catalysis and Synthesis, College of Materials and Chemistry & Chemical Engineering, Chengdu University of Technology, Chengdu 610059, P. R. of China, Email: qinglezenghotmail.com

H. Wei, T. Li, Y. Zhou, L. Zhou, Q. Zeng, Synthesis, 2013, 45, 3349-3354.

DOI: 10.1055/s-0033-1340040 (free Supporting Information)


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Abstract

Copper(I) bromide catalyzes a domino reaction of alkyl halides and anthranilamides under air to afford 2-substituted quinazolin-4(3H)-ones in good to excellent yields and with wide functional group tolerance. A mechanism via a four-step domino reaction is proposed.


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Key Words

copper, condensation, tandem reaction, oxygenation, quinazolin-4(3H)-ones, oxygen


ID: J66-Y2013