Affiliation:
1. Department of Medicinal Chemistry Faculty of Pharmacy and Food Sciences University of Barcelona and Institute of Biomedicine UB (IBUB) Av. De Joan XXIII, 27–31 08028 Barcelona Spain
2. Centre for Inflammation Research The University of Edinburgh Edinburgh UK
Abstract
AbstractCharting the chemical reaction space around the combination of carbonyls, amines, and isocyanoacetates allows the description of new multicomponent processes leading to a variety of unsaturated imidazolone scaffolds. The resulting compounds display the chromophore of the green fluorescent protein and the core of the natural product coelenterazine. Despite the competitive nature of the pathways involved, general protocols provide selective access to the desired chemotypes. Moreover, we describe unprecedented reactivity at the C‐2 position of the imidazolone core to directly afford C, S, and N‐derivatives featuring natural products (e.g. leucettamines), potent kinase inhibitors, and fluorescent probes with suitable optical and biological profiles.
Funder
Ministerio de Ciencia e Innovación
Engineering and Physical Sciences Research Council
Austrian Science Fund
Cited by
1 articles.
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