C–S Bond Activation

Abstract

This review first briefly summarizes stoichiometric C-S bond activation by transition metal complexes and then focuses on catalytic synthetic reactions involving C-S bond activation.

Metal‐Free C–S Bond Cleavage to Access N‐Substituted Acrylamide and β‐Aminopropanamide

“…The activation and transformations of organic chemical bonds are fundamental scientific issues. Recently, C–S bond cleavages and their transformations for the construction of C–C bonds and C–heteroatom bonds have received tremendous attention in the organic and petroleum chemistry Among them, thioether compounds have great potential to undergo C–S bond cleavages to construct various important skeletons in many natural products and pharmaceuticals . The most developed one in this area relies on the insertion of a transition‐metal catalyst into the C–S bond, which leads to the corresponding C–S bond cleavage.…”

Metal- and Oxidant-Free Electrochemical Oxidative Desulfurization C–O Coupling of Thiourea-Type Compounds with Alcohols

“…168.5, 168.3, 166.6, 164.5, 138.1, 137.7, 130.8, 128.9, 128.2, 125.3, 119.9, 61.6, 55.0, 22.7, 21.4 168.5, 168.3, 166.6, 164.5, 138.1, 137.7, 130.8, 128.9, 128.2, 125.3, 119.9, 61.6, 55.0, 22.7, 21.4, 13.6. 168.7, 168.3, 165.5, 164.4, 161.4, 130.1, 130.0, 119.4, 113.8, 61.6, 55.4, 54.9, 22.7, 13.8 8,168.2,165.1,164.8,164.4,163.1,133.9 (d,J = 3.0 Hz),130.4 (d,J = 7.5 Hz),119.7,115.5,115.4,61.7,55.0,22.7,13.7 9,166.7,164.6,163.3,160.5,158.8,131.4,131.4,130.8,130.8,126.4 (d,J = 15.0 Hz),124.3,124.3,120.4,115.4,115.2,61.3,55.1,23.7,13.5 9, 117.0, 116.9, 115.5, 115.4, 61.7, 55.1, 22.8, 13.6 9, 168.0, 165.1, 164.5, 136.4, 136.2, 129.7, 128.6, 119.7, 61.7, 55.1, 22.8, 13. 2, 167.7, 164.5, 163.7, 137.5, 134.5, 132.8, 130.4, 130.3, 127.5, 119.8, 61.9, 55.2, 22.9, 13.8 1, 167.8, 164.8, 164.5, 139.7, 133.0, 131.3, 129.8, 126.9, 122.4, 119.9, 61.8, 55.1, 22.8, 13.7…”

“…7 Generally, transition metals have been used to catalyze C-S bond activation to construct new chemical bonds. 8 Great progress has been developed in this field, and some typical examples are cited herein. In 2000, Liebeskind and Srogl first reported a desulfurization C-C coupling reaction of thiol esters and boric acids in the presence of copper(I) thiophene-2-carboxylate (CuTC) (1.5-3.0 equiv) and Pd 2 (dba) 3 .…”

Metal-free visible-light-enabled vicinal trifluoromethyl dithiolation of unactivated alkenes

“…Recently, Qing [43] and co-workers reported an efficient anti-Markovnikov hydrotrifluoromethylthiolation of alkenes utilizing trifluoromethanesulfonic anhydride (Tf2O) as a radical trifluoromethylthiolatin reagent through deoxygentive reduction and photoredox radical pathway (Scheme 1b). The C-S bonds [44,45] are important structural motifs and widely present in natural products, drug molecules, biologically active molecules and functional materials. However, the highly selective incorporation of two different sulphur-bearing moieties across double bonds remained challenging.…”