DDQ-mediated oxidation of sp(3) C-H bond for the direct synthesis of vicinal tricarbonyl compounds

作者:Wang, Zheng-Lin; An, Xing-Lan; Ge, Li-Shi; Jin, Jing-Hai; Luo, Xiaoyan*; Deng, Wei-Ping
来源:Tetrahedron, 2014, 70(24): 3788-3792.
DOI:10.1016/j.tet.2014.04.021

摘要

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 sp(3) C