29627-34-7Relevant articles and documents
Rewiring Chemical Networks Based on Dynamic Dithioacetal and Disulfide Bonds
Orrillo, A. Gastón,La-Venia, Agustina,Escalante, Andrea M.,Furlan, Ricardo L. E.
, p. 3141 - 3146 (2018)
The control of the connectivity between nodes of synthetic networks is still largely unexplored. To address this point we take advantage of a simple dynamic chemical system with two exchange levels that are mutually connected and can be activated simultan
Mapping mechanisms in glycosylation reactions with donor reactivity: Avoiding generation of side products
Wang, Cheng-Chung,Chang, Chun-Wei,Lin, Mei-Huei,Wu, Chia-Hui,Chiang, Tsun-Yi
, p. 15945 - 15963 (2021/01/18)
The glycosylation reaction, which is key for the studies on glycoscience, is challenging due to its complexity and intrinsic side reactions. Thioglycoside is one of the most widely used glycosyl donors in the synthesis of complex oligosaccharides. However, one of the challenges is its side reactions, which lower its yield and limits its efficiency, thereby requiring considerable effort in the optimization process. Herein, we reported a multifaceted experimental approach that reveals the behaviors of side reactions, such as the intermolecular thioaglycon transformation and N-glycosyl succinimides, via the glycosyl intermediate. Our mechanistic proposal was supported by low temperature NMR studies that can further be mapped by utilizing relative reactivity values. Accordingly, we also presented our findings to suppress the generation of side products in solving this particular problem for achieving high-yield glycosylation reactions.
A Novel Method for the Direct Synthesis of Symmetrical and Unsymmetrical Sulfides and Disulfides from Aryl Halides and Ethyl Potassium Xanthogenate
Soleiman-Beigi,Arzehgar
supporting information, p. 986 - 992 (2018/02/09)
An efficient and new method for the synthesis of disulfides and sulfides via the reaction of aryl halides with ethyl potassium xanthogenate in the presence of MOF-199 is described. O -Ethyl- S -aryl carbonodithioate has a key role as an intermediate in this procedure; it was converted into symmetrical diaryl disulfides in DMF. Additionally, this could be applied to the synthesis of unsymmetrical aryl alkyl(aryl′) disulfides by the reaction with S -alkyl(aryl) sulfurothioates (Bunte salts) as well as unsymmetrical aryl alkyl(aryl′) sulfides in DMSO.