Sulfur-FluorideExchange (SuFEx) {is the|will be the|may be the|would be the|could be the|is definitely the} new generation click chemistry transformation exploitingthe {unique|distinctive|special|exclusive|exceptional|one of a kind} properties of S-F bonds and their {ability to|capability to} undergo near-perfectreactions with nucleophiles. We report {here|right here} {the first|the very first|the initial} SuFEx {based|primarily based} protocol forthe {efficient|effective} synthesis of pharmaceutically {important|essential|crucial|critical|significant|vital} triflones andbis(trifluoromethyl)sulfur oxyimines {from the|in the} corresponding sulfonyl fluoridesand iminosulfur oxydifluorides, respectively. The new protocol {involves|entails|requires|includes} therapid exchange {of the|from the|in the|on the|with the|of your} S-F bond with trifluoromethyltrimethylsilane (TMSCF3)upon activation with potassium bifluoride in anhydrous DMSO. The reactiontolerates a wide {selection of|choice of|collection of} substrates and proceeds {under|below|beneath} mild conditionswithout {need|require|want|need to have|will need|have to have} for chromatographic purification. A tentative catalytic mechanismis proposed supported by DFT calculations, involving formation {of the|from the|in the|on the|with the|of your} freetrifluoromethyl anion followed by nucleophilic displacement {of the|from the|in the|on the|with the|of your} S-F througha five-coordinate intermediate. The preparation of a benzothiazole derivedbis(trifluoromethyl)sulfur oxyimine with cytotoxic selectivity for MCF7 breastcancer cells demonstrates the utility of this methodology for the late-stagefunctionalization of bioactive molecules. 6-Bromoquinolin-8-amine manufacturer 247592-95-6 Order PMID:23399686
Headquartered in New Jersey, USA, ChemScence is a global leading manufacturer and supplier of building blocks and fine research chemicals. We now have branches in Sweden and India. Our mission is to pave the way for drug discovery by providing the most innovative chemicals with the highest-level quality for a reasonable price.
Our Catalog Products
We deliver an extensive portfolio of products, including Building Blocks,Catalysts&Ligands,Synthetic Reagents,Material Science and ADC Linkers&Protac,.ChemScene now have over 600000 Building Blocks & Intermediates in our catalog and more than 70000 of them are in stock.
For details, please refer to the ChemScene website:https://www.chemscene.com