Synthesis and Applications of Periodate for Fine Chemicals and Important Pharmaceuticals

Abstract

An emerging interest for the application of periodate in the synthesis of active pharmaceutical ingredients (APIs) and for the valorization of renewable feedstock is eminent. However, periodate exhibits a high molecular mass, is expensive compared to other common bulk-oxidizers and is used only reluctantly in technical applications. Recently, a new and green electrochemical synthesis was established. The preparation and regeneration method for periodate lowers costs and enables the use of periodate in the synthesis of regulated products. This review will briefly introduce the key innovations in the electrochemical synthesis of periodate and will survey the most important applications of periodate in the production of fine chemicals.

The Oxidation of Organo‐Boron Compounds Using Electrochemically Generated Peroxodicarbonate

“…( Para )periodate has recently been established as a high‐performance platform oxidizer which can be generated at a boron‐doped diamond anode [44] . It has been utilized in the contaminant‐free syntheses of drug molecules such as levetiracetam and has great potential in pharmaceutical applications and direct access to elaborated building blocks [45–47] . The scaled production [48] and recycling in a self‐cleaning process [49] provides increased sustainability.…”

“…[44] It has been utilized in the contaminant-free syntheses of drug molecules such as levetiracetam and has great potential in pharmaceutical applications and direct access to elaborated building blocks. [45][46][47] The scaled production [48] and recycling in a self-cleaning process [49] provides increased sustainability.…”

Formation of substituted dioxanes in the oxidation of gum arabic with periodate

“…Periodate (IO 4 − ) is frequently employed to modify carbohydrate polymers, as it is soluble in water and is expected to provide aldehyde motifs through the oxidation of vicinal diols, which are amenable to chemical crosslinking. [2][3][4][5][6][7][8] Importantly, despite it being a stoichiometric reagent, periodate can be regenerated using NaOCl or directly electrochemically from its iodate/iodine form, [9][10][11][12] and although it is not competitive with catalysed oxidations using H 2 O 2 and O 2 , the selectivity that can be achieved with periodate is still potentially useful. The oxidation of diols with periodate was discovered by Malaprade in 1928.…”

Periodate-Mediated Aerobic Oxidation of Sulfides over a Bifunctional Porphyrin-polyoxometalate Catalyst: Photosensitized Singlet Oxygen Oxidation of Iodate to Periodate

“…Mehltretter to recover the expensive oxidant as an insoluble derivative, i.e., trisodium paraperiodate. 28,29 Also, electrochemical oxidation of iodate to periodate has been widely used in the early 20th century to synthesize periodate or recovery of the oxidant . 30,31 Very recently, we have reported the singlet oxygen-mediated oxidation of iodobenzene to iodosylbenzene to increase the efficiency of short-lived singlet oxygen species through the formation of a long-lived secondary oxidant, i.e., PhIO.…”