Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 4556-23-4, is researched, SMILESS is SC1=CC=NC=C1, Molecular C5H5NSJournal, Article, Research Support, Non-U.S. Gov’t, Angewandte Chemie, International Edition called Desulfonative Suzuki-Miyaura Coupling of Sulfonyl Fluorides, Author is Chatelain, Paul; Muller, Cyprien; Sau, Abhijit; Brykczynska, Daria; Bahadori, Maryam; Rowley, Christopher N.; Moran, Joseph, the main research direction is sulfonyl fluoride desulfonative Suzuki Miyaura coupling palladium; SuFEx; cross-coupling; heterocycles; palladium; reaction mechanisms.Safety of Pyridine-4-thiol.
Sulfonyl fluorides have emerged as powerful “”click”” electrophiles to access sulfonylated derivatives Yet, they are relatively inert towards C-C bond forming transformations, notably under transition-metal catalysis. Here, authors describe conditions under which aryl sulfonyl fluorides act as electrophiles for the Pd-catalyzed Suzuki-Miyaura cross-coupling. This desulfonative cross-coupling occurs selectively in the absence of base and, unusually, even in the presence of strong acids. Divergent one-step syntheses of two analogs of bioactive compounds showcase the expanded reactivity of sulfonyl fluorides to encompass both S-Nu and C-C bond formation. Mechanistic experiments and DFT calculations suggest oxidative addition occurs at the C-S bond followed by desulfonation to form a Pd-F intermediate that facilitates transmetalation.
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Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts