e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Polar Effects in Free-Radical Reactions. The Paradox of Reduction of Alkyl Iodides and Reductive Alkylation of Alkenes by Strong Oxidants (t-BuOOH, Pb (OAc) 4)
F Minisci, F Fontana, F Recupero, A Bravo…
Index: Minisci, Francesco; Fontana, Francesca; Recupero, Francesco; Bravo, Anna; Pagano, Elvira; Rinaldi, Cinzia; Di Luca, Marco; Grossi, Flavia; Bjorsvik, Hans-Rene Journal of the American Chemical Society, 1999 , vol. 121, # 34 p. 7760 - 7765
Alkanes are directly iodinated by perfluoroalkyl iodides by a free-radical chain process initiated by t-BuOOH in acetic acid solution. The initially formed iodoalkanes are reduced back to alkanes by excess t-BuOOH; the rate constant for hydrogen abstraction from t- BuOOH by a primary alkyl radical has been roughly evaluated to be~ 104 M-1 s-1. Two new procedures for the reductive alkylation of alkenes by t-BuOOH and Pb (OAc) 4 are ...
