A Scalable Continuous Photochemical Process for the Generation of Aminopropylsulfones
|Title:||A Scalable Continuous Photochemical Process for the Generation of Aminopropylsulfones||Authors:||Baumann, Marcus; Di Filippo, Mara; Bonciolini, Stefano||Permanent link:||http://hdl.handle.net/10197/12598||Date:||18-Sep-2020||Online since:||2021-11-09T15:46:19Z||Abstract:||An efficient continuous photochemical process is presented that delivers a series of novel γ-aminopropylsulfones via a tetrabutylammonium decatungstate (TBADT) catalysed HAT-process. Crucial to this success is the exploitation of a new high-power LED emitting at 365 nm that was found to be superior to an alternative medium-pressure Hg lamp. The resulting flow process enabled the scale-up of this transformation reaching throughputs of 20 mmol h−1 at substrate concentrations up to 500 mM. Additionally, the substrate scope of this transformation was evaluated demonstrating the straightforward incorporation of different amine substituents as well as alkyl appendages next to the sulfone moiety. It is anticipated that this methodology will allow for further exploitations of these underrepresented γ-aminopropylsulfone scaffolds in the future.||Funding Details:||European Commission - European Regional Development Fund
Science Foundation Ireland
University College Dublin
|Type of material:||Journal Article||Publisher:||Royal Society of Chemistry||Journal:||Organic and Biomolecular Chemistry||Volume:||18||Issue:||9428||Start page:||9432||Copyright (published version):||2020 The Royal Society of Chemistry||Keywords:||C-C bond forming process; Continuous photochemical processes; Flow-based synthesis||DOI:||10.1039/D0OB01801E||Language:||en||Status of Item:||Peer reviewed||ISSN:||1477-0520||This item is made available under a Creative Commons License:||https://creativecommons.org/licenses/by-nc-nd/3.0/ie/|
|Appears in Collections:||Chemistry Research Collection|
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