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

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...

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Bibliographic Details
Published inBulletin of the Korean Chemical Society Vol. 39; no. 12; pp. 1442 - 1448
Main Authors Jung, Hye Im, Park, Jin Hwa, Kim, Dae Young
Format Journal Article
LanguageEnglish
Published Weinheim Wiley‐VCH Verlag GmbH & Co. KGaA 01.12.2018
대한화학회
Subjects
Bifunctional organocatalyst
Ketimines
Oxindole‐pyrazolone adducts
Pyrazolones
화학
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ISSN1229-5949
0253-2964
1229-5949
DOI10.1002/bkcs.11625

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Summary: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.
Bibliography:https://onlinelibrary.wiley.com/doi/abs/10.1002/bkcs.11625
ISSN:1229-5949
0253-2964
1229-5949
DOI:10.1002/bkcs.11625