Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Tandem Synthesis of α-Diazoketones from 1,3-Diketones

Tandem Synthesis of α-Diazoketones from 1,3-Diketones
Jianlan Zhang, Xinyan Wang, Yuefei Hu, Xiaobao Zeng, Dayun Huang, Wenwen Chen
A highly efficient synthesis of α-diazoketone was achieved by simply stirring the mixture of 1,3-diketone, TsN3, and MeNH2 in EtOH. It was a tandem reaction including a novel primary amine-catalyzed Regitz diazo transfer of 1,3-diketone and a novel primary amine-mediated C–C bond cleavage of 2-diazo-1,3-diketone.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01187

DOI: 10.1021/acs.joc.7b01187

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