Iodosobenzene bis(trifluoroacetate), bis(trifluoroacetoxy)iodobenzene, PIFA

Recent Literature

A new and convenient one-pot catalytic addition-elimination reaction converted a range of (E)-3-butenoic acids into the corresponding butenolides in good yields in the presence of 5 mol % diphenyl diselenide and [bis(trifluoroacetoxy)iodo]benzene in acetonitrile.
D. M. Browne, O. Niyomura, T. Wirth, Org. Lett., 2007, 9, 3169-3171.

Various N-arylated and N-alkylated indoles and pyrrole-fused aromatic compounds were synthesized by a phenyliodine bis(trifluoroacetate) (PIFA)-mediated intramolecular cyclization.
Y. Du, R. Liu, G. Linn, K. Zhao, Org. Lett., 2006, 8, 5919-5922.

The hypervalent iodine reagent PIFA promotes the efficient intramolecular electrophilic cyclization of easily accessible alkynylamides and alkynyl carboxylic acids, leading to pyrrolidinone and lactone skeletons, respectively. A synthetic study and a mechanistic proposal for these transformations are presented.
I. Tellitu, S. Serna, m. T. Herrero, I. Moreno, E. Domínguez, R. SanMartin, J. Org. Chem., 2007, 72, 1526-1529.

Oxidative deprotection of several dithiane-containing alkaloids in the presence of bis(trifluoroacetoxy)iodobenzene and a nonchromatic purification cleanly generates the corresponding ketoamines. The described procedure is ideal for labile alkaloids.
F. F. Fleming, L. Funk, R. Altundas, Y. Tu, J. Org. Chem., 2001, 66, 6502 - 6504.