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- Title
Synthesis of 8-aminoquinoline chelating moieties for chemosensor molecules.
- Authors
Csomos, Attila; Pantl, Orsolya; Dunkel, Petra; Bogdán, Dóra; Steckel, Arnold; Schlosser, Gitta; Mucsi, Zoltán; Kovács, Ervin
- Abstract
8-Aminoquinolines are useful molecular motifs for ion sensors. To encourage chemosensor development, new building blocks containing these motifs are essential. 8-Aminoquinoline-2-carbaldehydes are proposed as useful building blocks since their aldehyde group offers the possibility for further transformations. We present a general method for the preparation of these compounds starting from commercially available 8-bromo-2-methylquinoline. Different sidechains for fine-tuning their affinity and selectivity were introduced by a microwave-aided N-arylation using Pd(0) and P-ligands; the desired products were achieved by oxidation. An alternative method is also presented when the product shows high affinity towards the catalyst limiting the effectiveness of the Pd-catalysed the N-arylation.
- Subjects
IONS; MOIETIES (Chemistry); CHELATES; MOLECULES; CHELATING agents; CHEMORECEPTORS; ALDEHYDES
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2022, Vol 2022, p41
- ISSN
1551-7004
- Publication type
Article
- DOI
10.24820/ark.5550190.p011.746