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Synthesis 2022; 54(11): 2604-2615
DOI: 10.1055/s-0040-1719878
DOI: 10.1055/s-0040-1719878
psp
A General Approach to Spirocyclic Piperidines via Castagnoli–Cushman Chemistry
This research was supported by the Russian Science Foundation (grant no. 19-75-30008).
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Abstract
Unsaturated spirocyclic lactams stemming from a variant of the three-component Castagnoli–Cushman reaction successfully underwent hydrogenation to enable access to fully saturated spirocyclic lactams. The subsequent lactam reduction gave rise to 2-spiro piperidine building blocks. The latter can be further elaborated in compound libraries and, on their own, show propensity to activate trace amine-associated receptor 1 (TAAR1), an important target for CNS disease.
Keywords
Castagnoli–Cushman - spirocyclic motifs - compound libraries - trace amine-associated receptor 1 agonistsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719878. Included are the copies of NMR spectra of all prepared compounds, the single-crystal XRD analysis data of 6c and 7b as well as the results of in vitro biological studies of compounds 6b, 6c, 6g and 6j.
- Supporting Information
Publikationsverlauf
Eingereicht: 08. Oktober 2021
Angenommen nach Revision: 13. Dezember 2021
Artikel online veröffentlicht:
08. Februar 2022
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