459-27-8Relevant academic research and scientific papers
Consecutive C1-Homologation / Displacement Strategy for Converting Thiosulfonates into O,S-Oxothioacetals
Ielo, Laura,Pillari, Veronica,Miele, Margherita,Holzer, Wolfgang,Pace, Vittorio
supporting information, p. 5444 - 5449 (2020/10/12)
A conceptually intuitive synthesis of oxothioacetals is reported starting from thiosulfonates as electrophilic sulfur donors. The installation of a reactive CH2Cl motif with a homologating carbenoid reagent, followed by the immediate nucleophilic displacement with alcoholic groups [(hetero)-aromatic, aliphatic] offer a convenient access to the title compounds. Genuine chemoselectivity is uniformly observed in the case of multi-functionalized systems. (Figure presented.).
Studies on the synthesis, stability and conformation of 2-sulfonyl-oxetane fragments
Morgan,Hollingsworth,Bull
, p. 5265 - 5272 (2015/05/13)
2-(Arylsulfonyl)oxetanes have been prepared as new structural motifs of interest for medicinal chemistry. These are designed to fit within fragment space and be suitable for screening in fragment based drug discovery, as well as being suitable for further elaboration or incorporation into drug-like compounds. The oxetane ring is constructed through an efficient C-C bond forming cyclisation which allows the incorporation of a wide range of aryl-sulfonyl groups. Furthermore, biaryl-containing compounds can be accessed through Suzuki-Miyaura coupling from halogenated derivatives. With a number of oxetane containing fragment compounds available, their pH stability was assessed, indicating good half-life values for mono-substituted aryl sulfonyl oxetanes across the pH range (1 to 10). Solubility and metabolic stability data is also reported. Finally, the conformation of the fragments is assessed computationally, providing an indication of possible binding orientations.
An electroinitiated cation chain reaction: Intramolecular carbon-carbon bond formation between thioacetal and olefin groups
Matsumoto, Kouichi,Fujie, Shunsuke,Ueoka, Koji,Suga, Seiji,Yoshida, Jun-Ichi
, p. 2506 - 2508 (2008/12/23)
(Figure Presented) The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)-+B(C6F5) 4-, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon-carbon bond formation (see scheme). This transformation opens up great potential for electroinitiated cation chain reactions in organic synthesis.
Arylthiovinylcyclopropanecarboxylate insecticides
-
, (2008/06/13)
Arylthiovinylcyclopropanecarboxylates having the general formula STR1 are disclosed. The insecticidal efficacy and preparation of the compounds and novel intermediates therefor are also described and exemplified.
