Iodosobenzene-Mediated α-Acyloxylation of 1,3-Dicarbonyl Compounds with Carboxylic Acids and Insight into the Reaction Mechanism
Chitturi Bhujanga Rao, Jingwen Yuan, Qian Zhang, Rui Zhang*, Ning Zhang, Jianyong Fang and Dewen Dong*
*Key Laboratory of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. China, Email: arielciac.ac.cn, dwdongciac.ac.cn
C. B. Rao, J. Yuan, Q. Zhang, R. Zhang, N. Zhang, J. Fang, D. Dong, J. Org. Chem., 2018, 83, 2904-2911.
DOI: 10.1021/acs.joc.8b00114 (free Supporting Information)
A highly efficient direct α-acyloxylation of 1,3-dicarbonyl compounds with carboxylic acids is mediated by iodosobenzene. The reaction of various 1,3-dicarbonyl compounds with carboxylic acids provides the corresponding α-acyloxylated products in good to excellent yields under mild reaction conditions. The loading sequence of reactants and oxidant is crucial for the generation of the active species.
see article for more examples