Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5216181 | Tetrahedron | 2014 | 5 Pages |
Abstract
A facile and direct synthetic method was developed for the construction of vicinal tricarbonyl compounds (VTCs) in moderate to excellent yields (46-92%), by treating the readily available 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The reaction pathway involves the DDQ-mediated oxidative activation of sp3 C-H bond and subsequent coupling to TEMPO to form the key intermediate TEMPO-substrate adduct, which can be further converted to VTC products promoted by DDQ.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Zheng-Lin Wang, Xing-Lan An, Li-Shi Ge, Jing-Hai Jin, Xiaoyan Luo, Wei-Ping Deng,