posted on 2022-12-22, 13:39authored byHaitao Cui, Caijin Ban, Fengting Zhu, Jingmei Yuan, Juan Du, Yanmin Huang, Qi Xiao, Chusheng Huang, Jun Huang, Qiang Zhu
A novel metal- and catalyst-free dearomative reaction
of 2-oxypyridines
to construct gem-difluoromethylenated N-substituted
2-pyridones has been developed. The reaction involves an attractive
acyl rearrangement from O to CF2 of difluorocarbene-derived
pyridinium ylides, which provides a new strategy for the direct introduction
of the gem-difluoromethylene group with high efficiency
and selectivity as well as broad substrate scope. Gram-scale synthesis
and synthetic transformations have also been demonstrated.