A Scalable Continuous Photochemical Process for the Generation of Aminopropylsulfones

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Title: A Scalable Continuous Photochemical Process for the Generation of Aminopropylsulfones
Authors: Baumann, MarcusDi Filippo, MaraBonciolini, 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 processContinuous photochemical processesFlow-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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