5234-26-4Relevant articles and documents
An Iron(III) Superoxide Corrole from Iron(II) and Dioxygen
Albert, Therese,Goldberg, David P.,Mo?nne-Loccoz, Pierre,Sacramento, Jireh Joy D.,Siegler, Maxime
, (2021/12/03)
A new structurally characterized ferrous corrole [FeII(ttppc)]? (1) binds one equivalent of dioxygen to form [FeIII(O2?.)(ttppc)]? (2). This complex exhibits a 16/18O2-isotope sensitive ν(O-O) stretch at 1128 cm?1 concomitantly with a single ν(Fe-O2) at 555 cm?1, indicating it is an η1-superoxo (“end-on”) iron(III) complex. Complex 2 is the first well characterized Fe-O2 corrole, and mediates the following biologically relevant oxidation reactions: dioxygenation of an indole derivative, and H-atom abstraction from an activated O?H bond.
Oxidative Cleavage of Indoles Mediated by Urea Hydrogen Peroxide or H2O2 in Polar Solvents
Llopis, Natalia,Gisbert, Patricia,Baeza, Alejandro
supporting information, p. 3245 - 3249 (2021/06/08)
The oxidative cleavage of indoles (Witkop oxidation) involving the use of H2O2 or urea hydrogen peroxide in combination with a polar solvent has been described. Among these solvents, 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) stands out as the one affording the corresponding 2-ketoacetanilides generally in higher yields The protocol described has also enabled the oxidation of different pyrroles and furans derivatives. Furthermore, the procedure was implemented in a larger-scale and HFIP was distilled from the reaction mixture and reused (up to 4 cycles) without a significant detriment in the reaction outcome, which remarks its sustainability and applicability. (Figure presented.).
Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik
supporting information, p. 390 - 395 (2019/12/15)
Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.