Sustainable approaches in the catalytic synthesis of optically active and inactive diaryl sulfoxides

Sulfoxidation of organic sulfides is a straightforward method for the selective preparation of sulfoxides. Traditionally, toxic or hazardous oxidizing agents, such as toxic metal oxides and peroxides, in stoi-chiometric amounts were usually used for these chemical transformations. Modern trends in the greener synthesis and fabrication of inorganic, organic, and coordination compounds, materials, nanomaterials, hybrids, and nanocomposites are discussed. Greener techniques have been applied to synthesize both well-known chemical compounds by more sustainable routes and completely new materials. Hence, a wide variety of sulfenylation reactions methods have been reported recently. This review has been completed with more recent advances in the synthesis of optically active and inactive diaryl sulfoxides using fundamentally significant sulfenylation reactions because they provide an efficient and clean methodology for the synthesis of diaryl sulfoxides and heteroaryl aryl sulfoxides. The synthesis of these sulfoxides can be achieved employing three different routes: (A) via the arylation of sulfenate anions generated from aryl 2-(trimethylsilyl) ethyl sulfoxides, bsulfinyl esters, allylic sulfenate esters, the thermal fragmentation of tert-butyl sulfoxides, aryl methyl sulfoxides, benzyl aryl sulfoxides, and aryl 2-(Trimethylsilyl) ethyl sulfoxides; (B), in an interesting approach, symmetric/asymmetric diaryl sulfoxides have been prepared via the arylation of sulfinyl cation generated from sulfinic acids (salts), 1-bromovinyl p-tolyl sulfoxide, DABSO/Trimethylsilyl Chloride, and poly sulfinylpiperazine; (C), in this procedure, diaryl sulfoxides have been prepared via reaction of thiols and diazonium salts, catalyzed by both silver to generate a thiyl radical from the thiol and photoredox catalysts to form aryl radicals from the aryl diazonium salts. We begin with an overview of the sulfoxides synthesis, followed by a summary of categorized recent progress according to the reaction type. We hope this review will help to stimulate the further development of greener syntheses of diaryl sulfoxides. (C) 2022 Elsevier Ltd. All rights reserved.

Automated summary

This article discusses the application of greener methods in the synthesis of sulfoxides and the study on sulfinylation reaction methods. Various compounds have been synthesized through different pathways, providing new insights into the preparation of sulfoxides.