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Synthesis of Quinoline-2-thiones by Selective Deoxygenative C-H/C-S Functionalization of Quinoline N-Oxides with Thiourea

Dmitry I. Bugaenko*, Olga A. Tikhanova and Alexander V. Karchava*

*Department of Chemistry, Moscow State University, Moscow 119991, Russia, Email: bugaenkoorg.chem.msu.ru, karchavaorg.chem.msu.ru

D. I. Bugaenko, O. A. Tikhanova, A. V. Karchava, J. Org. Chem., 2023, 88, 1018-1023.

DOI: 10.1021/acs.joc.2c02433


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Abstract

A regioselective deoxygenative C-H functionalization of readily available quinoline-N-oxides with thiourea upon activation with triflic anhydride enable the synthesis of quinoline-2-thiones in very good yields.

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Key Words

benzo-fused N-heterocycles, 2-quinolones


ID: J42-Y2023