1 Review 1.1 Overview 1.2 Solid-phase organic synthesis (SPOS) 1.3 Beyond conventional solid-phase organic synthesis 1.4 The review 1.5 Some definitions 1.6 Solid-supported reagents and scavengers 1.7 Multi-step use of solid-supported reagents and scavenging reagents 1.8 Conclusions and future perspective 2 Introduction to the tables 2.1 Organisation of tables (reagent and catalyst section) 2.2 Representative data entry (reagent and catalyst section) 2.3 Organisation of tables (scavenging agents section) 2.4 Representative data entry (scavenging agents section) 3 Tables of reagents and catalysts 4 Tables of scavengers 5 Other relevant reviews 5.1 Insoluble polymers 5.1.1 Structure and physical properties (insoluble polymers) 5.1.2 General (insoluble polymers) 5.1.3 Reactions (insoluble polymers) 5.1.4 Miscellaneous (insoluble polymers) 5.2 Soluble polymers 5.2.1 General (soluble polymers) 5.2.2 Reactions (soluble polymers) 5.3 Inorganic solids 5.3.1 Structure and physical properties (inorganic solids) 5.3.2 General (inorganic solids) 5.3.3 Reactions (inorganic solids) 5.3.4 Miscellaneous (inorganic solids) 5.4 Miscellaneous supports 5.4.1 Structure and physical properties (miscellaneous supports) 5.4.2 General (miscellaneous supports) 5.4.3 Reactions (miscellaneous supports) 5.4.4 Miscellaneous (miscellaneous supports) 5.5 Purification strategies 5.5.1 Various supports (purification strategies) 5.5.2 Insoluble polymers (purification strategies) 6 Acknowledgements 7 Abbreviations 8 References 1 Review

Multi-step organic synthesis using solid-supported reagents and scavengers: a new paradigm in chemical library generation

Oxidation of sulfides to sulfoxides and sulfones with 30% hydrogen peroxide under organic solvent- and halogen-free conditions

Polymer-supported Schiff base complexes in oxidation reactions

Hidayat Hussain,*,†,‡ Ivan R. Green, and Ishtiaq Ahmed †Department of Chemistry, University of Paderborn, Warburger Strasse 100, 33098 Paderborn, Germany ‡Department of Biological Sciences and Chemistry, College of Arts and Sciences, University of Nizwa, Birkat Al-Mouz, Nizwa 616, Sultanate of Oman Department of Chemistry and Polymer Science, University of Stellenbosch, P/Bag X1Matieland 7602, South Africa Karlsruhe Institute of Technology (KIT), DFG Centre for Functional Nanostructures, Wolfgang Gaede Strasse 1, 76131 Karlsruhe, Germany

Journey describing applications of oxone in synthetic chemistry

Selective Oxidation of Sulfides to Sulfoxides Using 30% Hydrogen Peroxide Catalyzed with a Recoverable Silica-Based Tungstate Interphase Catalyst

Silica gel and alumina have been found to mediate the oxidation of sulfides and sulfoxides with (CH3)3COOH and OXONE. With all combinations except (CH3)3COOH/alumina, sulfides were oxidized with reasonably good selectivity to sulfoxides. These studies afforded insights into the mechanisms of surface-mediated processes. Adsorption studies, combined with the effect of partial silylation of silica gel, indicate that oxidation of sulfides by (CH3)3COOH/silica gel occurs at least predominantly via nucleophilic attack by the sulfide on (CH3)3COOH, which is activated by being bound to isolated silanol sites on the silica gel surface (Scheme 2), whereas oxidation of sulfoxides involves nucleophilic attack by (CH3)3COOH on the sulfoxide, which is activated by being bound to associated silanol sites (Scheme 3). Oxidation of sulfoxides by (CH3)3COOH/alumina involves attack of (CH3)3COO- on the sulfoxide bound to free Al+ sites on the surface (Scheme 4B). Mediation of oxidation by OXONE involves instead activation by...

Surface-Mediated Reactions. 8. Oxidation of Sulfides and Sulfoxides with tert-Butyl Hydroperoxide and OXONE1

OXONE over silica gel or, in some cases, alumina has been found to oxidize the primary and secondary amines 3 selectively to the corresponding hydroxylamines 4, in either the presence or absence of a solvent. Treatment of Boc-protected L-lysine (6) under the latter conditions afforded hydroxylamine 7 in excellent yield. The trialkylamine 1a and pyridine (1b), in which selectivity is not an issue, were readily oxidized to the corresponding oxides 2 by OXONE over silica gel or alumina, as well as by (CH(3))(3)COOH over silica gel. Solvent-free oxidation assisted by microwave irradiation was more forcing, while still affording the hydroxylamines 4 selectively, and is the synthetic method of choice. The mechanistic aspects of these reactions are discussed.

John D. Fields

Papers

Surface-Mediated Reactions. 8. Oxidation of Sulfides and Sulfoxides with tert-Butyl Hydroperoxide and OXONE1

Surface-mediated reactions. 9. Selective oxidation of primary and secondary amines to hydroxylamines.

Surface-mediated reactions. 5. Oxidation of sulfides, sulfoxides, and alkenes with tert-butyl hydroperoxide

Surface-Mediated Reactions. Part 8. Oxidation of Sulfides and Sulfoxides with tert-Butyl Hydroperoxide and OXONE.

Surface‐Mediated Reactions. Part 9. Selective Oxidation of Primary and Secondary Amines to Hydroxylamines.