Organic Letters
Organic Letters
5 years ago

Transition-Metal-Free N–O Reduction of Oximes: A Modular Synthesis of Fluorinated Pyridines

Transition-Metal-Free N–O Reduction of Oximes: A Modular Synthesis of Fluorinated Pyridines
Hao Xie, Jinhui Cai, Huawen Huang, Feifei Li, Jing Tan, Guo-Jun Deng
An NH4I-based reductive system has been explored to promote the oxime N–O bond cleavage and thereby enable a modular synthesis of a broad range of pharmacologically significant fluorinated pyridines. Compared with traditional condensation methods for pyridine assembly, this protocol was found to be highly regio- and chemoselective and presented broad functional group tolerance.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01564

DOI: 10.1021/acs.orglett.7b01564

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