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Beilstein J. Org. Chem. 2018, 14, 626–633, doi:10.3762/bjoc.14.49
Graphical Abstract
Figure 1: Triazolobenzodiazepine drugs.
Scheme 1: Retrosynthetic analysis towards 2,5-diketopiperazine fused triazolobenzodiazepine.
Scheme 2: Ugi 4-CR reaction.
Scheme 3: Synthesis of diketopiperazine-fused triazolobenzodiazepine 7a.
Figure 2: Generality in the synthesis of diketopiperazine-fused triazolobenzodiazepine 7. Reaction conditions...
Scheme 4: ‘One-pot’ synthesis of diketopiperazine-fused triazolobenzodiazepines 7a and 7b.
Scheme 5: Synthesis of hydantoin-fused triazolobenzodiazepine 10. Reaction conditions: 1. 2-azidobenzaldehyde ...
Figure 3: X-ray crystal structure of hydantoin-fused triazolobenzodiazepine 10a. (Displacement ellipsoids are...
Scheme 6: Mechanism of formation of diketopiperazine and hydantoin-fused triazolobenzodiazepines.