Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 18, Pages 11763-11773Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01643
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Funding
- Natural Science Foundation of China [21571058, 21502069, 21772067]
- Natural Science Foundation of Zhejiang [LY19B020004]
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In this work, switchable synthesis of isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione from 2-alkynylbenzamide is reported. The transformation works well with good yields and a broad reaction scope. The synthetic switch for providing isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione is enabled by the use of a N-2 or O-2 atmosphere. Mechanism studies show that the reaction proceeds in a regioselective manner via a N-center radical 6-endo-dig aza-cyclization pathway.
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