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Updated: May 12, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Catalytic three-component domino reaction for the preparation of trisubstituted oxazoles
Henrik v Wachenfeldt1, Philipp Röse, Filip Paulsen
1Centre for Analysis and Synthesis, Department of Chemistry, Lund University, PO Box 124, 22100 Lund, Sweden.
Abstract:
Multicomponent reactions are attractive for assembling functionalized heterocyclic compounds. To this end, an efficient gold-catalyzed three-component domino reaction to form oxazoles directly from imines, alkynes, and acid chlorides is presented. The reaction proceeds in a single synthetic step by using a gold(III)-N,N'-ethylenebis(salicylimine) (salen) catalyst to give trisubstituted oxazoles in up to 96 % yield. The substrate scope, a mechanistic study exploring the role of the gold catalyst, and the synthetic applications of the oxazole products are discussed.
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