Suzuki-Miyaura cross-coupling reactions of aryl tellurides with potassium aryltrifluoroborate salts.
[reaction: see text] Palladium(0)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected by the presence of electron-withdrawing or electron-donating substituents in both the potassium aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms in the same compound. In addition, this new version of the Suzuki-Miyaura cross-coupling reaction was monitored by electrospray ionization mass spectrometry where some reaction intermediates were detected and analyzed.
Cella
Rodrigo
R
Instituto de Química, Universidade de São Paulo, São Paulo SP, Brazil.
Cunha
Rodrigo L O R
RL
Reis
Ana E S
AE
Pimenta
Daniel C
DC
Klitzke
Clécio F
CF
Stefani
Hélio A
HA
D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D019281:Dimerization; D015394:Molecular Structure; D011188:Potassium / Q000737:chemistry*; D012492:Salts / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013691:Tellurium / Q000737:chemistry*
D001881:Borates; D012492:Salts; D013691:Tellurium; D011188:Potassium