1262447-21-1Relevant articles and documents
Unsymmetrical Organotrisulfide Formation via Low-Temperature Disulfanyl Anion Transfer to an Organothiosulfonate
Ali, Doaa,Hunter, Roger,De Doncker, Stephen,Rees-Jones, Sophie C. M.,Kaschula, Catherine H.
, p. 2862 - 2869 (2019/03/23)
New methodology is presented for the formation of unsymmetrical organotrisulfides in a high yield and purity, relatively free of polysulfide byproducts. The highlight of the method is the low-temperature (-78 °C) deprotection of a disulfanyl acetate with sodium methoxide in THF to form a disulfanyl anion, which reacts rapidly in situ with an organothiosulfonate (S-aryl or S-alkyl) within 30 seconds followed by quenching. The discovery of these new reaction conditions together with the relative greenness of the chemistry overall makes for an efficient protocol, from which a range of organotrisulfides covering aliphatic, aromatic, as well as cysteine and sugar groups can be accessed in a high yield and purity.
Novel and efficient synthesis of unsymmetrical trisulfides
Lach, Slawomir,Sliwka-Kaszynska, Magdalena,Witt, Dariusz
experimental part, p. 2857 - 2860 (2011/02/16)
We have developed a convenient method for the synthesis of unsymmetrical trisulfides under mild conditions in very good yields. The designed method is based on the straightforward preparation of 1-[(5,5-dimethyl-2-thioxo-1,3,2- dioxaphosphorinan-2-yl)trisulfanyl]dodecane from readily available 5,5-dimethyl-2-sulfanyl-2-thioxo-1,3,2-dioxaphosphorinane, sulfur dichloride (SCl2) and dodecane-1-thiol. The unsymmetrical trisulfides can be obtained from aliphatic, aromatic thiols and l-cysteine derivatives as well. Georg Thieme Verlag Stuttgart - New York.
