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Issue 23, 2014
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A rapid entry to amino acid derived diverse 3,4-dihydropyrazines and dihydro[1,2,3]triazolo[1,5-a]pyrazines through 1,3-dipolar cycloaddition

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Abstract

An efficient, general and practical synthesis of diverse 3,4-dihydropyrazines, 6,7-dihydro-[1,2,3]triazolopyrazines and 7,8-dihydro-[1,2,3]triazolodiazepines through intramolecular 1,3-dipolar cycloaddition from amino acid derived common intermediates with high yields is described. Moreover, one-pot access to optically active 3-aryl substituted 6,7-dihydro-[1,2,3]triazolo[1,5-a]pyrazines in the palladium–copper co-catalytic system has also been achieved in this work. The easy substrate availability and operational simplicity make the process suitable for further exploration.

Graphical abstract: A rapid entry to amino acid derived diverse 3,4-dihydropyrazines and dihydro[1,2,3]triazolo[1,5-a]pyrazines through 1,3-dipolar cycloaddition

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Publication details

The article was received on 26 Mar 2014, accepted on 14 Apr 2014 and first published on 08 May 2014


Article type: Paper
DOI: 10.1039/C4OB00639A
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 3976-3985
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    A rapid entry to amino acid derived diverse 3,4-dihydropyrazines and dihydro[1,2,3]triazolo[1,5-a]pyrazines through 1,3-dipolar cycloaddition

    S. Bera and G. Panda, Org. Biomol. Chem., 2014, 12, 3976
    DOI: 10.1039/C4OB00639A

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