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Oxidant-Controlled Divergent Syntheses of Pyrazoles and Pyrroles by Copper(I)-Catalyzed Oxidative Coupling of beta-Enamino Esters

Title
Oxidant-Controlled Divergent Syntheses of Pyrazoles and Pyrroles by Copper(I)-Catalyzed Oxidative Coupling of beta-Enamino Esters
Author
윤소원
Keywords
annulation; beta-enamino esters; copper; nitrogen heterocycles; oxidation
Issue Date
2019-09
Publisher
WILEY-V C H VERLAG GMBH
Citation
ASIAN JOURNAL OF ORGANIC CHEMISTRY, v. 8, no. 9, Page. 1668-1673
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.
URI
https://onlinelibrary.wiley.com/doi/full/10.1002/ajoc.201900351https://repository.hanyang.ac.kr/handle/20.500.11754/154063
ISSN
2193-5807; 2193-5815
DOI
10.1002/ajoc.201900351
Appears in Collections:
COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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