Bicyclic Piperidines via [2 + 2] Photocycloaddition

A synthetic strategy to fused bicyclic piperidinesbuilding blocks for medicinal chemistryis developed. The key step was an intramolecular [2 + 2]-photocyclization. The photochemical step was performed on a gram scale. Crystallographic analysis of the obtained compounds revealed that they occupy a...

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Veröffentlicht in:Journal of organic chemistry 2021-02, Vol.86 (3), p.2200-2209
Hauptverfasser: Shcherbakova, Valeriya, Dibchak, Dmitry, Snisarenko, Mariya, Skalenko, Yevhen, Denisenko, Aleksandr V, Kuznetsova, Anastasiia S, Mykhailiuk, Pavel K
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Sprache:eng
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Zusammenfassung:A synthetic strategy to fused bicyclic piperidinesbuilding blocks for medicinal chemistryis developed. The key step was an intramolecular [2 + 2]-photocyclization. The photochemical step was performed on a gram scale. Crystallographic analysis of the obtained compounds revealed that they occupy a novel chemical space and can be considered as elongated analogues of 3-substituted piperidines.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c02355