Additions to alkenes via metal ion-promoted oxidation of 2,2′-dipyridyl disulphide and bis-(2-aminophenyl) disulphide

Aerobic Copper-Catalyzed Organic Reactions

“…90 Simple alicyclic and aliphatic alkenes were found to react with disulfides in the presence of catalytic copper acetate under air to afford the corresponding 1,2-hydroxysulfides (Scheme 30). However, only arylsulfides containing a nitrogen coordinating group afforded product, and yields were poor to moderate.…”

Polystyrene‐Supported 1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene as an Efficient and Reusable Catalyst for the Thiolysis of 1,2‐Epoxides under Solvent‐Free Conditions

“…Column chromatography was performed by using silica gel 230-400 mesh and eluting as reported in the following characterization data. Hydroxy sulfides 3aA, [11e] 3aB, [14] 4aA, [15] 4aB, [16] are known compounds; while 3aC, [17] 3aD, [18] 3aE, [5g] 3eC, [19] 4aC, [17,20] 4aD, [19] 4aE, [21] have already been prepared, but spectroscopic data have not been reported or are not complete to the best of our knowledge. Compounds 3eE, 4bC, 4bE, 4cC, 4cE, 4dC, 4dE, are new compounds.…”

Anodic acetamidosulphenylation and trifluoroacetoxysulphenylation of steroidal alkenes

“…2~-Acetamido-3a-propyfthio-5a-cholestane (16).-Dipropyl disulphide (9) (0.13 ml) and 5a-cholest-2-ene (1) (300 mg) were electrolysed at 1.25 V at a platinum anode with passage of 156 C cm-l; 6,0.6--2.00 Typical Procedure for Lead(1v)-promoted Trijluoroacetoxy- sulphenylation: 2P-Hydroxy-3a-phenylthio-5a-cholestane (22).-Lead tetra-acetate (120 mg) was dissolved in dichloromethane (50 ml) at -40 "C (bath temperature). Diphenyl disulphide (6) (118 mg) was added and the mixture stirred for 5 min.…”

“…Reductive desulphurisation of the other acetamido sulphides (14)- (16) reported in Table 1 similarly afforded in each case 2P-acetamido-5a-cholestane (18). Hence the major product of each addition corresponds to initial episulphonium ion formation at the less hindered a-face.…”