- Copper-Catalyzed 1,1-Alkylmonofluoroalkylation of Terminal Alkynes with Diazo Compounds and 2-Fluoro-1,3-dicarbonyl Compounds: Access toward (E)-β-Monofluoroalkyl-β,γ-unsaturated Esters or Ketones
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An efficient copper-catalyzed three-component 1,1-alkylmonofluoroalkylation of terminal alkynes, diazo compounds, and 2-fluoro-1,3-dicarbonyl compounds for the synthesis of (E)-β-monofluoroalkyl-β,γ-unsaturated esters or ketones has been developed. The methodology features a broad substrate scope, an inexpensive and easily available catalytic system, and excellent selectivity with good yields. The mechanism of the tandem Cu-catalyzed cross-coupling and nucleophilic addition of allenes has been investigated.
- Chen, Chen,Lv, Yunhe,Pu, Weiya,Wang, Shanshan,Zhu, Xueli
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p. 10043 - 10054
(2021/08/20)
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- Chemoselective Mono- And Difluorination of 1,3-Dicarbonyl Compounds
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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.
- Cui, Ying,Jiao, Jingchao,Ma, Xiantao,Rao, Weihao,Tang, Lin,Yang, Zhen,Zhou, Qiuju,Zhou, Yuqiang,Zou, Guodong
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- Catalyst-free and highly selective electrophilic mono-fluorination of acetoacetamides: Facile and efficient preparation of 2-fluoroacetoacetamides in PEG-400
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Series of α-mono-fluorinated acetoacetamides were synthesized under mild condition with industrialized Selectfluor as the F+ source in PEG-400. The approach avoided the use of base or metal catalyst, and most of cases proceeded in nearly quanti
- Bi, Jingjing,Zhang, Zhiguo,Liu, Qingfeng,Zhang, Guisheng
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supporting information; experimental part
p. 1159 - 1162
(2012/06/18)
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