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

ZL Wang, XL An, LS Ge, JH Jin, X Luo, WP Deng

Index: Wang, Zheng-Lin; An, Xing-Lan; Ge, Li-Shi; Jin, Jing-Hai; Luo, Xiaoyan; Deng, Wei-Ping Tetrahedron, 2014 , vol. 70, # 24 p. 3788 - 3792

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Citation Number: 8

Abstract

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 sp 3 C–H bond and ...