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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.
Beilstein J. Org. Chem. 2014, 10, 1462–1470, doi:10.3762/bjoc.10.150
Figure 1: Bioactive molecules I [19], II [26], III & IV [21,22] with 3(2H)-furanone moiety.
Scheme 1: Pd-catalyzed synthesis of 3(2H)-furanones from activated alkenes [40].
Scheme 2: Pd-catalyzed synthesis of 3(2H)-furanone from tosylimine 1a.
Figure 2: Generalisation with aromatic and aliphatic imines (reaction conditions: 1 (1.0 equiv), 2 (1.1 equiv...
Figure 3: Thermal ellipsoid diagrams (50% probability levels) of 4-substituted-3(2H)-furanones 7 (above) and ...
Scheme 3: Mechanism of formation of the 3(2H)-furanone derivative from an imine.
Scheme 4: Pd-catalyzed synthesis of 3(2H)-furanone from diazoester 19a.
Figure 4: Generalisation with diazo esters (reaction conditions: 19 (1.0 equiv), 2 (1.1 equiv), Pd(PPh3)4 (5 ...
Scheme 5: Synthesis of aza-prostaglandin analogue.