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Molecules 2018, 23(7), 1784; https://doi.org/10.3390/molecules23071784

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

Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China
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Academic Editors: Artur M. S. Silva and Maria Manuel Marques
Received: 4 July 2018 / Revised: 16 July 2018 / Accepted: 17 July 2018 / Published: 20 July 2018
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Abstract

The selective O-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 N,N-diisopropylethylamine (DIEA), that is highly effective for selective O-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 O-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 O-benzylation of 2-oxo-1,2-dihydropyridines. View Full-Text
Keywords: O-benzylation; N-benzylation; 2-oxo-1,2-dihydropyridines; zinc (II); selectivity O-benzylation; N-benzylation; 2-oxo-1,2-dihydropyridines; zinc (II); selectivity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zhou, Q.; Du, F.; Liang, X.; Liu, W.; Fang, T.; Chen, G. Zinc (II)-Mediated Selective O-Benzylation of 2-Oxo-1,2-Dihydropyridines Systems. Molecules 2018, 23, 1784.

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