Iodoarene-catalyzed Oxidative Transformations Using Molecular Oxygen
Overview
Affiliations
Molecular oxygen serves as a useful oxidant for the glycol scission of 1,2-diols and the Hofmann rearrangement of primary amides using pentamethyliodobenzene as a catalyst. The use of isobutyraldehyde and Lewis basic nitriles under O enabled the iodine(i)/(iii) catalytic cycle, where in situ-generated peracid acts as a terminal oxidant.
Inner-Bond-Cleavage Approach to Figure-Eight Macrocycles from Planar Aromatic Hydrocarbons.
Yoshina R, Hirano J, Nishimoto E, Sakamoto Y, Tajima K, Minabe S J Am Chem Soc. 2024; 146(43):29383-29390.
PMID: 39315432 PMC: 11528406. DOI: 10.1021/jacs.4c07985.
Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents.
Yoshimura A, Zhdankin V Chem Rev. 2024; 124(19):11108-11186.
PMID: 39269928 PMC: 11468727. DOI: 10.1021/acs.chemrev.4c00303.
Aldehyde-catalyzed epoxidation of unactivated alkenes with aqueous hydrogen peroxide.
Triandafillidi I, Kokotou M, Lotter D, Sparr C, Kokotos C Chem Sci. 2021; 12(30):10191-10196.
PMID: 34377408 PMC: 8336450. DOI: 10.1039/d1sc02360h.
[1,3]/[1,4]-Sulfur atom migration in β-hydroxyalkylphosphine sulfides.
Wlodarczyk K, Borowski P, Stankevic M Beilstein J Org Chem. 2020; 16:88-105.
PMID: 32082428 PMC: 7006489. DOI: 10.3762/bjoc.16.11.
Oxidase catalysis via aerobically generated hypervalent iodine intermediates.
Maity A, Hyun S, Powers D Nat Chem. 2018; 10(2):200-204.
PMID: 29359760 DOI: 10.1038/nchem.2873.