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

Le-Cheng Wang; Shiying Du; Zhengkai Chen; Xiao-Feng Wu

doi:10.1021/acs.orglett.0c01927

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

Org Lett. 2020 Jul 17;22(14):5567-5571. doi: 10.1021/acs.orglett.0c01927. Epub 2020 Jul 1.

Authors

Le-Cheng Wang¹, Shiying Du¹, Zhengkai Chen¹, Xiao-Feng Wu^{1

2}

Affiliations

¹ Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, People's Republic of China.
² Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Rostock, 18059, Germany.

PMID: 32610908
DOI: 10.1021/acs.orglett.0c01927

Abstract

An FeCl₃-mediated cascade coupling/decarbonylative annulation reaction for the efficient construction of 2-(trifluoromethyl)quinazolin-4(3H)-ones has been developed. This transformation employs readily available isatins and trifluoroacetimidoyl chlorides as the starting materials, providing a facile and practical route to diverse biologically relevant quinazolin-4(3H)-one derivatives. A plausible reaction pathway has been proposed based on the mechanistic observations.

Publication types

Research Support, Non-U.S. Gov't