Development of a Continuous Flow Photoisomerization Reaction Converting Isoxazoles into Diverse Oxazole Products
|Title:||Development of a Continuous Flow Photoisomerization Reaction Converting Isoxazoles into Diverse Oxazole Products||Authors:||Bracken, Cormac; Baumann, Marcus||Permanent link:||http://hdl.handle.net/10197/12605||Date:||13-Jan-2020||Online since:||2021-11-09T16:08:29Z||Abstract:||A continuous flow process is presented, which directly converts isoxazoles into their oxazole counterparts via a photochemical transposition reaction. This results in the first reported exploitation of this transformation to establish its scope and synthetic utility. A series of various di- and trisubstituted oxazole products bearing different appendages including different heterocyclic moieties were realized through this rapid and mild flow process. Furthermore, the robustness of this approach was demonstrated by generating gram quantities of selected products while also providing insights into likely intermediates.||Type of material:||Journal Article||Publisher:||American Chemical Society||Journal:||Journal of Organic Chemistry||Volume:||85||Issue:||4||Start page:||2607||End page:||2617||Copyright (published version):||2020 American Chemical Society||Keywords:||Photochemical transposition; Ring atoms; Rearrangement||DOI:||10.1021/acs.joc.9b03399||Language:||en||Status of Item:||Peer reviewed||ISSN:||0022-3263||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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