7347-70-8Relevant academic research and scientific papers
Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols
Lopp, John M.,Schmidt, Valerie A.
, p. 8031 - 8036 (2019/10/19)
We report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively weak S-H and C-S bonds of aliphatic thiols for C-H, C-C, and S-P bonds of the products formed.
Palladium-catalysed anti-Markovnikov selective oxidative amination
Kohler, Daniel G.,Gockel, Samuel N.,Kennemur, Jennifer L.,Waller, Peter J.,Hull, Kami L.
, p. 333 - 340 (2018/02/27)
In recent years, the synthesis of amines and other nitrogen-containing motifs has been a major area of research in organic chemistry because they are widely represented in biologically active molecules. Current strategies rely on a multistep approach and require one reactant to be activated prior to the carbon-nitrogen bond formation. This leads to a reaction inefficiency and functional group intolerance. As such, a general approach to the synthesis of nitrogen-containing compounds from readily available and benign starting materials is highly desirable. Here we present a palladium-catalysed oxidative amination reaction in which the addition of the nitrogen occurs at the less-substituted carbon of a double bond, in what is known as anti-Markovnikov selectivity. Alkenes are shown to react with imides in the presence of a palladate catalyst to generate the terminal imide through trans-aminopalladation. Subsequently, olefin isomerization occurs to afford the thermodynamically favoured products. Both the scope of the transformation and mechanistic investigations are reported.
Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase
Ngu, Khehyong,Weinstein, David S.,Liu, Wen,Langevine, Charles,Combs, Donald W.,Zhuang, Shaobin,Chen, Xing,Madsen, Cort S.,Harper, Timothy W.,Ahmad, Saleem,Robl, Jeffrey A.
scheme or table, p. 4141 - 4145 (2011/08/06)
A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays.
