Bicyclic Piperidines via [2 + 2] Photocycloaddition.
Valeriya ShcherbakovaDmitry DibchakMariya SnisarenkoYevhen SkalenkoAleksandr V DenisenkoAnastasiia S KuznetsovaPavel K MykhailiukPublished in: The Journal of organic chemistry (2020)
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.