8 article(s) from Van der Eycken, Erik V
Graphical Abstract
Figure 1: Bioactive molecules containing a tetrazole, pyridone or isoquinolone ring.
Scheme 1: Approaches for the synthesis of tetrazoles and isoquinolones and their interplay as designed in thi...
Scheme 2: Scope of the Ugi-azide-4CR/deprotection/acylation sequence. Ugi-azide-4CR conducted at the 2.0 mmol...
Scheme 3: Influence of substituents R and R2 on the reaction outcome. For compounds 4k–m the overall yield in...
Scheme 4: Influence of the alkyne and R1 substituent on the reaction outcome.
Scheme 5: Scope of acrylic, heterocyclic and ring-fused N-acylaminomethyl tetrazole substrates.
Scheme 6: Proposed reaction mechanism using substrates 1a and 3a.
Graphical Abstract
Scheme 1: An overview of heterocyclic acids used in the Ugi reaction.
Scheme 2: Synthesis of pyrazolopyridine carboxylic acids 4 [45] and 7 [45] in Doebner-type reaction.
Figure 1: Molecular structure of N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-6-(4-methoxyphenyl)-3-...
Graphical Abstract
Figure 1: 2-Aminoimidazole alkaloids from marine sponges.
Figure 2: The Knoevenagel–Michael adduct [24] and expected products.
Scheme 1: The three component condensation of imidazo[1,2-a]pyridine, aldehydes and Meldrum’s acid described ...
Figure 3: Molecular structure of 1-([1,1'-biphenyl]-4-yl)-5-oxo-7-phenyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazo...
Scheme 2: Two forms of cation 9i.
Figure 4: Molecular structure of 3-(2-amino-4-phenyl-1H-imidazol-5-yl)-3-(p-tolyl)propanoic acid 11b accordin...
Scheme 3: Three forms of the compound 11b in the crystal phase.
Scheme 4: Synthesis of the mixture of compounds 13 and 14.
Figure 5: Molecular structure of aminoimidazo[1,2-c]pyrrole 16a according to X-ray diffraction data. Thermal ...
Scheme 5: Resonance structures of 16a.
Figure 6: 3,3’-Spirooxindole alkaloids.
Figure 7: Molecular structure of aminoimidazo[1,2-c]pyrrole 19a according to X-ray diffraction data. Thermal ...
Scheme 6: Resonance structures of 19a.
Graphical Abstract
Figure 1: Selected examples of natural products with a tricyclic indolizinone scaffold.
Scheme 1: Previous work and this approach.
Scheme 2: Reaction scope. Reaction conditions: 1 (0.3 mmol), [RhCp*Cl2]2 (0.015 mmol), CsOAc (0.6 mmol), 1,4-...
Scheme 3: Control experiments.
Scheme 4: Proposed mechanism.
Graphical Abstract
Scheme 1: Synthesis of 2-quinolones 2 through intramolecular Friedel–Crafts hydroarylation of N-aryl propargy...
Scheme 2: Strategy towards 2-quinolones 8 bearing a branched substituent on the nitrogen atom.
Figure 1: Scope of the protocol.
Graphical Abstract
Scheme 1: Aminoazoles in GBB-3CR and Ugi-4CR.
Scheme 2: Reactivity of 5-amino-N-aryl-1H-pyrazole-4-carboxamide and 3-amino-5-methylisoxazole in GBB-3CR and...
Figure 1: Alternative structures A and B for compounds 4 and 6.
Figure 2: Selected data of HSQC and HMBC experiments for compound 4a.
Figure 3: Molecular structure of 3-(tert-butylamino)-2-(4-chlorophenyl)-N-(4-fluorophenyl)-1H-imidazo[1,2-b]p...
Figure 4: Selected data of NOE and HSQC experiments for compound 9d.
Figure 5: Molecular structure of N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-N-(5-methylisoxazol-3-...
Graphical Abstract
Scheme 1: Synthesis of 2-(4-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-benzo[d]imidazoles.
Scheme 2: Plausible mechanism for the synthesis of 2-(4-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-b...
Graphical Abstract
Scheme 1: Gold-catalyzed approaches towards spiroindolines.
Scheme 2: Plausible mechanism for the domino sequence.