Copper(ii)-mediated oxidative cyclization of enamides to oxazoles
- 23 March 2012
- journal article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 10 (19), 3866-3870
- https://doi.org/10.1039/c2ob25310k
Abstract
The copper(II)-mediated oxidative cyclization of enamides to oxazoles is reported. A range of 2,5-disubstituted oxazoles were prepared in moderate to good yields in two steps from simple amide and alkyne precursors.Keywords
This publication has 53 references indexed in Scilit:
- Copper‐Catalyzed Aerobic Oxidative C-H Functionalizations: Trends and Mechanistic InsightsAngewandte Chemie-International Edition, 2011
- A Silver-Mediated One-Step Synthesis of OxazolesThe Journal of Organic Chemistry, 2011
- Palladium(II)-Catalyzed Alkene Functionalization via Nucleopalladation: Stereochemical Pathways and Enantioselective Catalytic ApplicationsChemical Reviews, 2011
- Simple and Efficient Preparation of 2,5-Disubstituted Oxazoles via a Metal-Free-Catalyzed Cascade CyclizationOrganic Letters, 2010
- An Aromatic Glaser−Hay ReactionJournal of the American Chemical Society, 2009
- Facile Synthesis of 1,2,4-Triazoles via a Copper-Catalyzed Tandem Addition−Oxidative CyclizationJournal of the American Chemical Society, 2009
- Enamides: valuable organic substratesOrganic & Biomolecular Chemistry, 2008
- Towards a total synthesis of ulapualide A. Concise synthetic routes to the tris-oxazole ring system and tris-oxazole macrolide core in ulapualides, kabiramides, halichondramides, mycalolides and halishigamidesJournal of the Chemical Society, Perkin Transactions 1, 2000
- Oxazole chemistry. A review of recent advancesIndustrial & Engineering Chemistry Product Research and Development, 1981
- α,β-Unsaturated Carboxylic Acid Derivatives. XII. A Convenient Synthesis of Oxazole-4-carboxylic and 3,3-Dibromo-2,2-diamino AcidsBulletin of the Chemical Society of Japan, 1977