Alkynyl Thioethers in Gold-Catalyzed Annulations to form Oxazoles

Paul Davies, Raju Jannapu Reddy, Matthew Ball-Jones

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)
163 Downloads (Pure)

Abstract

Non-oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides.
Original languageEnglish
Pages (from-to)13310–13313
JournalAngewandte Chemie (International Edition)
Volume56
Issue number43
Early online date19 Sept 2017
DOIs
Publication statusPublished - 16 Oct 2017

Keywords

  • Gold
  • Schwefel
  • Cycloadditionen
  • Heterocyclen
  • Regioselektivität

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