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1 article(s) from Euler, Harald

Regioselective synthesis of 7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione derivatives: A new drug-like heterocyclic scaffold

Nikolay T. Tzvetkov,
Harald Euler and
Christa E. Müller

Beilstein J. Org. Chem. 2012, 8, 1584–1593, doi:10.3762/bjoc.8.181

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Graphical Abstract

Figure 1: Biologically active imidazo[1,2,4]triazine scaffolds 1–4.

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Scheme 1: Retrosynthetic approaches towards novel 7,8-dihydroimidazo-[5,1-c][1,2,4]-triazine-3,6-diones IV an...

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Scheme 2: Synthesis of N3-unsubstituted, N1-substituted hydantoin 19 by using a protection strategy.

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Scheme 3: Synthesis of 7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6-diones 23–29. Reagents and conditions: (i...

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Scheme 4: Proposed regioselective two-step cyclization pathway to form 24 from 14.

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Figure 2: Optimized structure (MMFF95) and key HMBC correlations of imidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-...

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Figure 3: ORTEP diagram of 24 showing the atomic numbering. The thermal ellipsoids are drawn at the 50% proba...

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Published 20 Sep 2012

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