Highly Regioselective Carbamoylation of Electron-Deficient Nitrogen Heteroarenes with Hydrazinecarboxamides
Zeng-Yang He, Chao-Fan Huang and Shi-Kai Tian*
*Hefei National Laboratory for Physical Sciences at the
Microscale and Department of Chemistry, University of Science and Technology of
China, Hefei, Anhui 230026, China, Email: tiansk
ustc.edu.cn
Z.-Y. He, C.-F. Huang, S.-K. Tian, Org. Lett., 2017, 19, 4850-4853.
DOI: 10.1021/acs.orglett.7b02312
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Abstract
A copper/acid-catalyzed oxidative carbamoylation of various electron-deficient nitrogen heteroarenes (isoquinolines, quinolines, pyridines, phenanthridines, quinoxalines, and phthalazines) with hydrazinecarboxamide hydrochlorides provides structurally diverse nitrogen-heteroaryl carboxamides as single regioisomers in moderate to excellent yields.
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proposed mechanism
Key Words
isoquinolines, tert-Butyl hydroperoxide
ID: J54-Y2017
