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Air- and Light-Stable S-(Difluoromethyl)sulfonium Salts: C-Selective Electrophilic Difluoromethylation of ß-Ketoesters and Malonates.
Lu, Sheng-Le; Li, Xin; Qin, Wen-Bing; Liu, Jian-Jian; Huang, Yi-Yong; Wong, Henry N C; Liu, Guo-Kai.
Afiliação
  • Lu SL; School of Pharmaceutical Sciences , Shenzhen University Health Science Center , 3688 Nanhai Ave. , Shenzhen 518060 , China.
  • Li X; School of Pharmaceutical Sciences , Shenzhen University Health Science Center , 3688 Nanhai Ave. , Shenzhen 518060 , China.
  • Qin WB; School of Pharmaceutical Sciences , Shenzhen University Health Science Center , 3688 Nanhai Ave. , Shenzhen 518060 , China.
  • Liu JJ; School of Pharmaceutical Sciences , Shenzhen University Health Science Center , 3688 Nanhai Ave. , Shenzhen 518060 , China.
  • Huang YY; Department of Chemistry, School of Chemistry, Chemical Engineering and Life Science , Wuhan University of Technology , Wuhan 430070 , China.
  • Wong HNC; Department of Chemistry , The Chinese University of Hong Kong , Shatin, New Territories , Hong Kong SAR , China.
  • Liu GK; School of Pharmaceutical Sciences , Shenzhen University Health Science Center , 3688 Nanhai Ave. , Shenzhen 518060 , China.
Org Lett ; 20(21): 6925-6929, 2018 11 02.
Article em En | MEDLINE | ID: mdl-30350647
Air- and light-stable electrophilic difluoromethylating reagents, S-(difluoromethyl)- S-phenyl- S-(2,4,6-trialkoxyphenyl) sulfonium salts were successfully developed, and the introduction of intramolecular hydrogen bonds plays a crucial role for the stabilities and reactivities of these reagents. C-selective difluoromethylation of a broad range of ß-ketoesters and malonates proceeded smoothly under mild reaction conditions to give good to excellent yields with excellent C/O regioselectivities.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article