Zinc (II)-Mediated Selective O -Benzylation of 2-Oxo-1,2-Dihydropyridines Systems

The selective -benzylation of 2-oxo-1,2-dihydropyridines plays a critical role in organic synthesis of natural products and biological active molecules. Herein we report a novel ternary system of ZnO, ZnCl₂ and , -diisopropylethylamine (DIEA), that is highly effective for selective -benzylation of 2...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2018-07, Vol.23 (7), p.1784
Main Authors: Zhou, Qifan, Du, Fangyu, Liang, Xinjie, Liu, Wenqiang, Fang, Ting, Chen, Guoliang
Format: Article
Language:English
Subjects:
2-oxo-1,2-dihydropyridines
Fluorides
Functional groups
Halides
Intermediates
Leukemia
N-benzylation
Natural products
O-benzylation
Peer review
selectivity
Substitutes
Ternary systems
Zinc
zinc (II)
Zinc chloride
Zinc oxide
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Summary:The selective -benzylation of 2-oxo-1,2-dihydropyridines plays a critical role in organic synthesis of natural products and biological active molecules. Herein we report a novel ternary system of ZnO, ZnCl₂ and , -diisopropylethylamine (DIEA), that is highly effective for selective -benzylation of 2-oxo-1,2-dihydropyridines using abundant substituted benzyl halides and related substituted 2-oxo-1,2-dihydropyridines compounds. This process allows access to a variety of -benzyl products under mild reaction conditions, which are important synthetic intermediates in the protection of functional groups, and represents a new method toward the development for the -benzylation of 2-oxo-1,2-dihydropyridines.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules23071784