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Gold-Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines.

Christian Knittl-FrankIakovos SaridakisThomas StephensRafael F A GomesJames NeuhausAntonio MisaleRik OostAlberto OppedisanoNuno Maulide
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
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.
Keyphrases
  • room temperature
  • ionic liquid
  • molecular dynamics
  • electron transfer
  • drinking water
  • silver nanoparticles
  • single molecule