Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane.
[reaction: see text] The hypervalent iodine(III) reagent, phenyliodine bis(trifluoroacetate) (PIFA), mediates the unprecedented, oxidative coupling reaction of pyrroles to give alpha-linked bipyrroles selectively in the presence of bromotrimethylsilane. This straightforward synthesis could provide 2,3'-bipyrrole by the choice of a N-substituent of pyrrole. Mechanistic consideration of the present reaction is also described.
Dohi
Toshifumi
T
Graduate School of Pharmaceutical Sciences, Osaka University, Suita, Japan.
Morimoto
Koji
K
Maruyama
Akinobu
A
Kita
Yasuyuki
Y