The site-selective C-H functionalization of arenes is of indisputable importance in organic chemistry. Herein, we have demonstrated an electrochemical regioselective oxidative cross-coupling towards the direct C(sp)-H sulfinylation of phenols with sulfides under mild reaction conditions. The designed methodology furnished aryl sulfoxides in good to moderate yields under exogenous metal and oxidant-free conditions. Moreover, the exploitation of traceless electrons to carry out the tandem site-selective oxidative aryl chalcogenation is the striking feature of this methodology.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1039/d2cc05207e | DOI Listing |
Int J Neuropsychopharmacol
November 2023
Department of Biomedical Sciences, Division of Neuroscience and Clinical Pharmacology, University of Cagliari, Cittadella Universitaria di Monserrato, Monserrato, Cagliari, Italy.
Background: Dopamine plays a key role in several physiological functions such as motor control, learning and memory, and motivation and reward. The atypical dopamine transporter inhibitor S,S stereoisomer of 5-(((S)-((S)-(3-bromophenyl)(phenyl)methyl)sulfinyl)methyl)thiazole (CE-158) has been recently reported to promote behavioral flexibility and restore learning and memory in aged rats.
Methods: Adult male rats were i.
Sulfur(vi) fluoride exchange chemistry has been reported to be effective at synthesizing valuable sulfur(vi) functionalities through sequential nucleophilic additions, yet oxygen-based nucleophiles are limited in this approach to phenolic derivatives. Herein, we report a new sulfur(iv) fluoride exchange strategy to access synthetically challenging substituted sulfamate esters from alkyl alcohols and amines. We also report the development of a non-gaseous, sulfur(iv) fluoride exchange reagent, -methylimidazolium sulfinyl fluoride hexafluorophosphate (MISF).
View Article and Find Full Text PDFRSC Adv
January 2023
Department of Biological Science and Technology, Faculty of Advanced Engineering, Tokyo University of Science 6-3-1 Niijuku Katsushika-ku Tokyo 125-8585 Japan
The interrupted Pummerer reaction of alkynyl sulfoxides with phenols is disclosed. A wide range of benzo[]furans were efficiently synthesized through unexplored electrophilic activation of the electron-deficient alkynyl sulfinyl group. Based on the good availability of alkynyl sulfoxides, we successfully prepared various functionalized benzo[]furans from readily available alkynes, thiosulfonates, and phenols.
View Article and Find Full Text PDFChem Commun (Camb)
January 2023
Lab no. 406, S.S. Bhatnagar block, Department of Chemistry, Indian Institute of Technology Ropar, Punjab-140001, India.
The site-selective C-H functionalization of arenes is of indisputable importance in organic chemistry. Herein, we have demonstrated an electrochemical regioselective oxidative cross-coupling towards the direct C(sp)-H sulfinylation of phenols with sulfides under mild reaction conditions. The designed methodology furnished aryl sulfoxides in good to moderate yields under exogenous metal and oxidant-free conditions.
View Article and Find Full Text PDFBioorg Med Chem
October 2015
Institute of Medicinal Chemistry, School of Pharmacy, Shandong University, Ji'nan 250012, PR China. Electronic address:
Compounds 10 (ND-322) and 15 (ND-364) are potent selective inhibitors for gelatinases, matrix metalloproteinase 2 (MMP2) and matrix metalloproteinase 9 (MMP9). However, both of them are racemates. Herein we report facile synthesis of optically active (R)- and (S)-enantiomers of compounds 10 and 15.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!