FeCl₃-Mediated Synthesis of 2-(Trifluoromethyl)quinazolin-4(3H)-ones from Isatins and Trifluoroacetimidoyl Chlorides

Le-Cheng Wang, Shiying Du, Zhengkai Chen* and Xiao-Feng Wu*

*Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, People’s Republic of China, Email: zkchenzstu.edu.cn, xiao-feng.wucatalysis.de

L.-C. Wang, S. Du, Z. Chen, X.-F. Wu, Org. Lett., 2020, 22, 5567-5571.

DOI: 10.1021/acs.orglett.0c01927

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Abstract

An efficient FeCl₃-mediated cascade coupling/decarbonylative annulation reaction of readily available isatins with trifluoroacetimidoyl chlorides provides 2-(trifluoromethyl)quinazolin-4(3H)-ones derivatives in very good yields. A plausible reaction pathway has been proposed.

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proposed mechanism

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Key Words

quinazolinones

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ID: J54-Y2020