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Beilstein J. Org. Chem. 2026, 22, 763–770, doi:10.3762/bjoc.22.58
Graphical Abstract
Figure 1: Examples of biologically active imidazo[1,2-a]pyridines.
Figure 2: Compounds envisaged for synthesis.
Scheme 1: Preparation of methyl esters 13 versus unsubstituted derivatives 12 under various conditions. Metho...
Scheme 2: Ester hydrolysis and in situ decarboxylation.
Figure 3: Previously reported 3-amino-2-carboxylic acid derivatives.
Scheme 3: Ester reduction to the corresponding alcohols. Reaction yields are provided in parentheses.
Figure 4: Single crystal X-ray structure of 18a. ORTEP diagram drawn at 50% probability level.
Scheme 4: Oxidative ring-opening with loss of one carbon atom. Yields are provided in parentheses.
Scheme 5: Oxidative conditions applied to decarboxylated compound 12b.
Figure 5: Different oxidative cleavage products obtained under different conditions.
Scheme 6: Unexpected aldehyde formation from tosylation reaction.
Scheme 7: Kornblum oxidation to give imidazo[1,2-a]pyridine-2-carbaldehydes 20. Yield over two steps from the...
Scheme 8: Reductive amination reactions to give target molecules 8.