Journal of Organic Chemistry (2019)
Update date:2022-08-05
Topics:
Cui, Ying
Jiao, Jingchao
Ma, Xiantao
Rao, Weihao
Tang, Lin
Yang, Zhen
Zhou, Qiuju
Zhou, Yuqiang
Zou, Guodong
By altering the amount of Selectfluor, the highly selective mono- and difluorination of 1,3-dicarbonyl compounds has been achieved, affording a variety of 2-fluoro- and 2,2-difluoro-1,3-dicarbonyl compounds in good to excellent yields. The reaction can be readily performed in aqueous media without any catalyst and base, which features practical and convenient fluorination. Importantly, a gram-scale reaction, transformation of 2-fluoro-1,3-diphenylpropane-1,3-dione to 4-fluoro-1,3,5-triphenyl-1H-pyrazole, and chlorination and bromination of 1,3-dicarbonyl compounds are realized to further exhibit its synthetic utility.
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