Slicing and Splicing of Bromodifluoro-<i>N</i>-arylacetamides: Dearomatization and Difunctionalization of Pyridines

Hongtai Chen, Yanyan Yang, Lian-Xin Wang, Yuxiang Niu, Minjie Guo, Xiangwei Ren, Wentao Zhao, Xiangyang Tang, Guangwei Wang

Organic Letters · 2020 · 18 citations · 67 references

Concepts

Abstract

Copper-catalyzed dearomatization and difunctionalization of pyridines have been disclosed, in which bromodifluoro-N-arylacetamide was sliced into five fragments and three or four of them were transferred to pyridine partners. Through this reaction, novel N-difluoromethyl-2-imine dihydropyridine derivatives can be conveniently accessed from commercially available 4-amino substituted pyridines. This strategy demonstrates a novel fluorination method featuring high atom economy, environmental friendliness, an easily available catalyst, and simple operation.

References

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