Novel Introduction of a Tetrafluoroethylene (-CF2CF2-) Unit into Organic Molecules

Autor: Shinya Takano, Yusuke Tanaka, Takashi Ishihara, Yoshikazu Takahashi, Tsutomu Konno, Hideaki Konishi
Rok vydání: 2010
Předmět:
Zdroj: Synthesis. 2011:33-44
ISSN: 1437-210X
0039-7881
DOI: 10.1055/s-0030-1258330
Popis: The reductive coupling of 4-bromo-3,3,4,4-tetrafluo- robut-1-ene with 2.4 equivalents of various carbonyl compounds proceeded very smoothly in the presence of 2.4 equivalents of MeLi/LiBr-free at -78 °C for two hours, giving the corresponding adducts in high to excellent yields. On the other hand, trieth- yl(1,1,2,2-tetrafluorobut-3-enyl)silane, which could be prepared by treatment of 4-bromo-3,3,4,4-tetrafluorobut-1-ene and chlorotrieth- ylsilane with magnesium at 0 °C for three hours, reacted with some aldehydes in the presence of 1 mol% of tetrabutylammonium fluo- ride, the desired adducts being obtained in good to high yields.
Databáze: OpenAIRE