Direct Iodination of Aromatic Compounds with Polyvinylpyrrolidone Supported Hydrogen Peroxide (PVP-H2O2) and Potassium Iodide or Molecular Iodine

Abstract

Hydrogen peroxide was supported on polyvinylpyrrolidone to afford a stable and mild oxidizing reagent. Activated aromatic compounds were reacted with PVP-H 2 O 2 in the presence of KI or I 2 and a catalytic amount of H 3 PW 12 O 40 in refluxing CH 2 Cl 2 to afford the corresponding iodinated arenes.

Adsorption of hydrogen peroxide on functionalized mesoporous silica surfaces

“…Some polymer-supported systems containing hydrogen peroxide are known as well. The most prominent among them is polyvinylpyrrolidone-hydrogen peroxide complex (PVP-H 2 O 2 ), introduced by Pourali and Ghanei [16] that has already been successfully used for iodination of aromatic compounds as well as for oxidation of a,b-enones [17]. It can be easily prepared from 30 % aqueous solution of hydrogen peroxide and polyvinylpyrrolidone K-30, it contains up to 23 % of hydrogen peroxide by weight [18] and is insoluble in organic solvents [19].…”

“…It can be easily prepared from 30 % aqueous solution of hydrogen peroxide and polyvinylpyrrolidone K-30, it contains up to 23 % of hydrogen peroxide by weight [18] and is insoluble in organic solvents [19]. It is stable for several months while stored in a refrigerator, without losing its weight or activity [16]. Hydrogen peroxide can also be encapsulated in different silica xerogel systems to serve as an oxidant in the presence of metal catalyst [20][21][22] or without it, with a hydrogen peroxide content up to 68 % [23].…”

Facile synthesis of 1-naphthol azo dyes with nano SiO₂/HIO₄ under solvent-free conditions

“…In continuation of our previous studies on the application of supported reagents in organic syntheses [17][18][19][20][21][22][23][24][25][26][27][28][29][30], we studied the conversion of primary aromatic amines to the corresponding azo dyes by using nano silica supported periodic acid as a acidic source for diazotization and diazo coupling with sodium nitrite under solvent-free conditions at room temperature (Scheme 1). At first, we prepared nano-SPIA by reacting nano silica gel with a 70% aqueous solution of HIO 4 .…”

Metalloporphyrin-Catalyzed Chemoselective Oxidation of Sulfides with Polyvinylpyrrolidone-Supported Hydrogen Peroxide: Simple Catalytic System for Selective Oxidation of Sulfides to Sulfoxides

“…[8][9][10][11] Polymer supported reagents have had much attention in recent years due to their selectivity, stability and easy handling. Polyvinylpyrrolidone-supported hydrogen peroxide (PVP-H 2 O 2 ) introduced by Pourali et al, 12 has been successfully employed for iodination of aromatic compounds as well as the oxidation of α, β-enones. 13 The reagent is easily prepared from cheap aqueous 30% hydrogen peroxide and polyvinylpyrrolidone K-30.…”

“…The reagent can be stored in a refrigerator for several months without loss of its weight or activity. 12 We have recently reported the selective oxidation of alkenes to epoxides catalyzed by metalloporphyrins using polyvinylpyrrolidone-supported hydrogen peroxide (PVP-H 2 O 2 ) as the oxygen atom donor.…”