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 novel chemical space and can be considered as elongated analogues of 3-substituted piperidines.

Automated summary

A synthetic strategy for fused bicyclic piperidines, used as building blocks in medicinal chemistry, was developed. The key step involved an intramolecular [2 + 2]-photocyclization, 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.