DIRECT PERFLUOROALKYLATION OF AROMATIC AND HETEROAROMATIC-COMPOUNDS WITH PERFLUOROALKANESULFONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) PHOSPHINE COMPLEX
N. Kamigata et al., DIRECT PERFLUOROALKYLATION OF AROMATIC AND HETEROAROMATIC-COMPOUNDS WITH PERFLUOROALKANESULFONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) PHOSPHINE COMPLEX, Journal of the Chemical Society. Perkin transactions. I, (10), 1994, pp. 1339-1346
The perfluoroalkylation of aromatic and heteroaromatic compounds by pe
rfluoroalkanesulfonyl chlorides 1 has been investigated in the presenc
e of a ruthenium(II) phosphine complex. The reaction of compounds 1 wi
th substituted benzenes or thiophenes proceeded smoothly with extrusio
n of sulfur dioxide at 120 degrees C to give corresponding perfluoroal
kylated compounds in good yield. No expected perfluoroalkylated produc
t was obtained in the reaction of compounds 1 with pyrrole; however, 1
-trimethylsilyl- and 1-triisopropylsilyl-pyrrole were regioselectively
perfluoroalkylated at their 2- and 3-position, respectively.