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Issue 9, 2016
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Synthesis of functionalized dihydro-2-oxypyrroles and tetrahydropyridines using 2,6-pyridinedicarboxylic acid as an efficient and mild organocatalyst

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Abstract

Simple and efficient protocols have been developed for the synthesis of diversely functionalized dihydro-2-oxypyrroles and tetrahydropyridines. One-pot four-component reaction of dialkyl acetylenedicarboxylates, amines and formaldehyde in the presence of 2,6-pyridinedicarboxylic acid in methanol at room temperature provides dihydro-2-oxypyrroles. The combination of β-ketoesters, aromatic aldehydes and amines yielded tetrahydropyridine derivatives under the same reaction conditions. The salient features of these methods are mild reaction conditions, reduced reaction time, moderate to high yields, applicability to a broad range of substrates and no tedious column chromatographic separation.

Graphical abstract: Synthesis of functionalized dihydro-2-oxypyrroles and tetrahydropyridines using 2,6-pyridinedicarboxylic acid as an efficient and mild organocatalyst

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Article information


Submitted
14 Apr 2016
Accepted
24 Jun 2016
First published
08 Jul 2016

New J. Chem., 2016,40, 7504-7512
Article type
Paper

Synthesis of functionalized dihydro-2-oxypyrroles and tetrahydropyridines using 2,6-pyridinedicarboxylic acid as an efficient and mild organocatalyst

Md. M. Khan, S. Khan, S. Iqbal, Saigal and R. Yousuf, New J. Chem., 2016, 40, 7504
DOI: 10.1039/C6NJ01170E

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