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Oxidant-Controlled Divergent Syntheses of Pyrazoles and Pyrroles by Copper(I)-Catalyzed Oxidative Coupling of β-Enamino Esters
- Issue Date
- Sep-2019
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- annulation; beta-enamino esters; copper; nitrogen heterocycles; oxidation
- Citation
- ASIAN JOURNAL OF ORGANIC CHEMISTRY, v.8, no.9, pp.1668 - 1673
- Indexed
- SCIE
SCOPUS
- Journal Title
- ASIAN JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 8
- Number
- 9
- Start Page
- 1668
- End Page
- 1673
- ISSN
- 2193-5807
- Abstract
- Copper(I)-catalyzed oxidative annulations of beta-enamino esters with oxidant dependence are disclosed. These reactions offer divergent syntheses of fully substituted pyrazoles and pyrroles from a common enamine substrate through sequential C-C and N-N or C-N bond-forming reactions in the presence of nitriles as reagent or cosolvent. A mechanism involving radical intermediates generated by single-electron transfer (SET) is proposed for both processes.
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Related Researcher
- Youn, So Won
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)