1200396-41-3Relevant academic research and scientific papers
Gold-Catalysed Cycloisomerisation of Ynamides to Access 2,2-Disubstituted Tetrahydrothiophene Motifs
Kaur, Parmjit Heer,Davies, Paul W.
, p. 897 - 900 (2021)
Ynamides bearing a tethered allyl sulfoxide undergo a gold-catalysed cycloisomerisation to afford tetrahydrothiophene-2-carboxamides and their benzo-fused analogues. The reactions are initiated by a formal 7- endo - dig cyclisation and accommodate a range of different substituents. The use of N -allyl ynamides provided a route into novel spirocyclic ?-lactam structures.
Gold- or platinum-catalyzed synthesis of sulfur heterocycles: access to sulfur ylides without using sacrificial functionality
Davies, Paul W.,Albrecht, Sebastien J.-C.
supporting information; experimental part, p. 8372 - 8375 (2010/02/27)
It's no sacrifice: Alkynes have been used as direct precursors to sulfur ylides under gold or platinum π-acid catalysis in an atom-economic manner. An intramolecular redox reaction between an alkyne group with a tethered sulfoxide unit gen-erates a sulfur ylide, which undergoes 2,3sigmatropic rearrangement. Acyclic substrates are cycloisomerized to afford functionalized dihydrothiophenones (see scheme) and dihydrothiopyranones.
