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Enantioselective Organocatalytic Mannich Reaction and Fluorination Sequence of Pyrazolones to Isatin-derived Ketimines

Authors
Jung, Hye ImPark, Jin HwaKim, Dae Young
Issue Date
Dec-2018
Publisher
대한화학회
Keywords
Oxindole-pyrazolone adducts; Bifunctional organocatalyst; Ketimines; Pyrazolones
Citation
Bulletin of the Korean Chemical Society, v.39, no.12, pp 1442 - 1448
Pages
7
Journal Title
Bulletin of the Korean Chemical Society
Volume
39
Number
12
Start Page
1442
End Page
1448
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/5455
DOI
10.1002/bkcs.11625
ISSN
0253-2964
1229-5949
Abstract
An efficient asymmetric synthesis of oxindole-pyrazolone adducts via organocatalytic Mannich reaction of 1-phenyl-1H-pyrazol-5(4H)-ones with ketimine derivatives derived from isatins, followed by sequential electrophilic fluorination, has been developed. This approach offers a facile way to prepare chiral 3-amino-3-(4-fluoropyrazol-4-yl)-substituted oxindole derivatives with a wide range of functional group tolerance.
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