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Beilstein J. Org. Chem. 2018, 14, 2689–2697, doi:10.3762/bjoc.14.246
Graphical Abstract
Scheme 1: Two-step reaction towards triazolochromene 5a and obtained oxidized side product 6.
Scheme 2: Reaction pathways leading to the different regioisomers.
Figure 1: Scope with respect to various salicylaldehydes 1a–f, nitroalkenes 2a–d and organic azides 4a–g. aRe...
Scheme 3: Synthesis of bis-chromenotriazole 5p.
Figure 2: Generality of products obtained via the two-pot mechanochemical procedure, varying the salicylaldeh...
Scheme 4: Scale-up of the one-pot three-component reaction and two-step ball milling procedure.
Scheme 5: Postfunctional transformations of triazolochromenes.
Beilstein J. Org. Chem. 2018, 14, 626–633, doi:10.3762/bjoc.14.49
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.