Abstract
AbstractSulfonium salts are playing an increasingly significant role in contemporary organic synthesis. In particular, the generation of radicals from sulfonium salts is a fundamental process in Nature and has been the subject of investigation for over 50 years. However, general synthetic methods that use sulfonium salts as radical precursors are rare. The advent of photoredox catalysis has triggered an upsurge of interest in the radical chemistry of sulfonium salts and this review surveys recent applications of aryl‐ and alkylsulfonium salts in light‐mediated, radical C−C bond formation.magnified image
Highlights
Sulfur-containing motifs have long fascinated synthetic chemists due to their rich reactivity and their occurrence in functional molecules, such as drugs and materials.[1]
We focus on the application of sulfonium salts in light-promoted C–C bond formation (Scheme 1)
To take just one example, Hacker and colleagues observed that UV irradiation at 254 nm could trigger the rearrangement of triarylsulfonium salts (Scheme 2).[10d]. A variety of products was formed in low yield, including products 3 and 4 arising from C–C bond formation
Summary
Sulfur-containing motifs have long fascinated synthetic chemists due to their rich reactivity and their occurrence in functional molecules, such as drugs and materials.[1]. Áron Péter received his BSc degree from the Eötvös Loránd University (Hungary) in 2018 He completed his thesis work in the Servier Research Institute focusing on the synthesis of biologically active scaffolds. He moved to the University of Manchester to conduct his MSc studies under the guidance of Prof. Sulfonium salts have attracted attention in recent years as versatile reagents in organic synthesis.[3] In particular, they have found application in various C– C bond-forming reactions that involve C–S bond cleavage.[6] In this review, we focus on the application of sulfonium salts in light-promoted C–C bond formation (Scheme 1). Light, TPP (1 mol %), 3 h light, Eosin Y (1 mol %), 1 h light, Ru(bpy)3Cl2 (1 mol %), 0.3 h 100%
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