4.6 Article

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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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 12, 期 23, 页码 3976-3985

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00639a

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  1. CSIR [BSC 0120]

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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 cocatalytic system has also been achieved in this work. The easy substrate availability and operational simplicity make the process suitable for further exploration.

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