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Stereoconvergent Synthesis of Monofluoroalkenes via Photoinduced Dual Decarboxylative Cross-Coupling of α-Fluoroacrylic Acids with Redox-Active Esters.
Lu, Xiao-Yu; Gao, Ang; Ge, Meng-Yuan; Xia, Ze-Jie; Liu, Qi-Le; Tao, Ting-Hua; Sun, Xiao-Mei.
Afiliação
  • Lu XY; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
  • Gao A; School of Chemistry and Chemical Engineering, Anhui University, Hefei 230601, China.
  • Ge MY; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
  • Xia ZJ; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
  • Liu QL; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
  • Tao TH; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
  • Sun XM; School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China.
J Org Chem ; 87(7): 4654-4669, 2022 04 01.
Article em En | MEDLINE | ID: mdl-35313107
Herein, a new strategy for the synthesis of monofluoroalkenes via employing α-fluoroacrylic acids and N-hydroxyphthalimide (NHPI) redox-active esters as coupling partners has been developed. This decarboxylative reaction enabled the formation of C(sp2)-C(sp3) bonds to provide a practical and efficient approach for the construction of a variety of monofluoroalkenes, which are key structural motifs in organic chemistry, under mild reaction conditions. The protocol exhibited excellent functional group compatibility and delivered monofluoroalkene products with excellent Z-stereoselectivity. This work also provides a platform for the modification of complex biologically active molecules containing carboxylic acids.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Ácidos Carboxílicos / Ésteres Tipo de estudo: Guideline Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Ácidos Carboxílicos / Ésteres Tipo de estudo: Guideline Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article