期刊
ORGANIC LETTERS
卷 19, 期 18, 页码 4850-4853出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02312
关键词
-
资金
- National Natural Science Foundation of China [21472178, 21232007]
- National Key Basic Research Program of China [2014CB931800]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
The use of hydrazinecarboxamides as a new class of carbamoylating agents has been established through the dehydrazinative Minisci reaction of electron-deficient nitrogen heteroarenes. A wide range of electron-deficient nitrogen heteroarenes, including isoquinoline, quinoline, pyridine, phenanthridine, quinoxaline, and phthalazine, underwent copper/acid-catalyzed oxidative carbamoylation with hydrazinecarboxamide hydrochlorides to afford structurally diverse nitrogen-heteroaryl carboxamides as single regioisomers in moderate to excellent yields. The functional group tolerance was substantially demonstrated in the direct carbamoylation of quinine obviating multistep sequences involving protecting groups and prefunctionalization of the heterocycle.
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