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Gold-Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines.
Knittl-Frank, Christian; Saridakis, Iakovos; Stephens, Thomas; Gomes, Rafael; Neuhaus, James; Misale, Antonio; Oost, Rik; Oppedisano, Alberto; Maulide, Nuno.
Affiliation
  • Knittl-Frank C; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Saridakis I; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Stephens T; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Gomes R; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Neuhaus J; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Misale A; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Oost R; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Oppedisano A; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
  • Maulide N; Institute for organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Chemistry ; 26(48): 10972-10975, 2020 Aug 26.
Article in En | MEDLINE | ID: mdl-32227380
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.
Key words

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chemistry Journal subject: QUIMICA Year: 2020 Document type: Article Affiliation country: Austria Country of publication: Germany

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chemistry Journal subject: QUIMICA Year: 2020 Document type: Article Affiliation country: Austria Country of publication: Germany