A scalable continuous photochemical process for the generation of aminopropylsulfones

An efficient continuous photochemical process is described for the preparation of a series of novel γ-aminopropylsulfones via a tetrabutylammonium decatungstate (TBADT)-catalysed hydrogen atom transfer (HAT) process. The success of this transformation is attributed to the use of a newly developed high-power LED emitting at 365 nm, which was found to be superior to a medium-pressure mercury lamp. The transformation was scaled up using a continuous flow system, allowing throughputs of 20 mmol h⁻¹ to be reached at substrate concentrations of up to 500 mM. Furthermore, the substrate scope was evaluated, and various amine substituents as well as alkyl appendages adjacent to the sulfone moiety were successfully incorporated. It is anticipated that this methodology will be further exploited to access these underrepresented γ-aminopropylsulfone scaffolds in future applications.

• Stefano Bonciolini^a
• Mara Di Filippo^a
• Marcus Baumann^a

• ^aSchool of Chemistry, University College Dublin, Science Centre South, Belfield, Ireland

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