Beilstein J. Org. Chem.2019,15, 1032–1045, doi:10.3762/bjoc.15.101
-arylpropanoic acids. The interaction of 2-amino-4-arylimidazoles with aromatic aldehydes or isatins and acyclic methylene active compounds has led to the formation of pyrrolo[1,2-c]imidazole-6-carbonitriles, pyrrolo[1,2-с]imidazole-6-carboxylates and spiro[indoline-3,7'-pyrrolo[1,2-c]imidazoles], which can be
considered as the analogues of both 3,3’-spirooxindole and 2-aminoimidazole marine sponge alkaloids.
Keywords: 2-amino-4-arylimidazole; (2-amino-4-arylimidazolyl)propanoic acid; isatin; Meldrum’s acid; multicomponent reactions; pyrrolo[1,2-c]imidazole; 3,3’-spirooxindoles; Introduction
Heterocyclic
-dihydro analogs are represented only by several substances [33][34]. Partially hydrogenated pyrrolo[1,2-c]imidazole is a part of (±)-axinellamines 11. 4-[(5R)-6,7-Dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl]-3-fluorobenzonitrile (LCI-699, osilodrostat) is considered as an inhibitor of aldosterone synthase
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Graphical Abstract
Figure 1:
2-Aminoimidazole alkaloids from marine sponges.