Authors Sorrentino, JP; Orsi, DL; Altman, RA in AMER CHEMICAL SOC published article about in [Sorrentino, Jacob P.] Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA; [Orsi, Douglas L.] Broad Inst Harvard & MIT, Cambridge, MA 02142 USA; [Altman, Ryan A.] Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47906 USA; [Altman, Ryan A.] Purdue Univ, Dept Chem, W Lafayette, IN 47906 USA in 2021.0, Cited 35.0. Recommanded Product: 3-Nitrobenzaldehyde. The Name is 3-Nitrobenzaldehyde. Through research, I have a further understanding and discovery of 99-61-6
The substitution of hydrogen atoms with fluorine in bioactive molecules can greatly impact physicochemical, pharmacokinetic, and pharmacodynamic properties. However, current synthetic methods cannot readily access many fluorinated motifs, which impedes utilization of these groups. Thus, the development of new methods to introduce fluorinated functional groups is critical for developing the next generation of biological probes and therapeutic agents. The synthesis of one such substructure, the alpha,alpha-difluoroalkylthioether, typically requires specialized conditions that necessitate early-stage installation. A late-stage and convergent approach to access alpha,alpha-difluoroalkylthioethers could involve nucleophilic addition of thiols across gem-difluorostyrenes. Unfortunately, under basic conditions, nucleophilic addition to gem-difluorostyrenes generates an anionic intermediate that can undergo facile elimination of fluoride to generate alpha-fluorovinylthioethers. To overcome this decomposition, we herein exploit an acid-based catalyst system to facilitate simultaneous nucleophilic addition and protonation of the unstable intermediate. Ultimately, the optimized mild conditions afford the desired alpha,alpha-difluoroalkylthioethers in high selectivity and moderate to excellent yields. These alpha,alpha-difluoroalkylthioethers are less nucleophilic and more oxidatively stable relative to nonfluorinated thioethers, suggesting the potential application of this unexplored functional group in biological probes and therapeutic agents.
Recommanded Product: 3-Nitrobenzaldehyde. About 3-Nitrobenzaldehyde, If you have any questions, you can contact Sorrentino, JP; Orsi, DL; Altman, RA or concate me.
Reference:
Thiomorpholine – Wikipedia,
,Thiomorpholine | C4H9NS – PubChem