Gold-Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines
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The metal-promoted nucleophilic addition of sulfur ylides to π-systems is a well-established reactivity. However, the driving force of such transformations, elimination of a sulfide moiety, entails stoichiometric byproducts making them unfavorable in terms of atom economy. In this work, a new take on sulfur ylide chemistry is reported, an atom-economical gold(I)-catalyzed synthesis of dihydrobenzo[b]thiepines. The reaction proceeds under mild conditions at room temperature.
Gold-Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines.
Knittl-Frank C, Saridakis I, Stephens T, Gomes R, Neuhaus J, Misale A Chemistry. 2020; 26(48):10972-10975.
PMID: 32227380 PMC: 7496544. DOI: 10.1002/chem.202000622.