Bracken, CormacCormacBrackenBaumann, MarcusMarcusBaumann2021-11-092021-11-092020 Ameri2020-01-13Journal of Organic Chemistry0022-3263http://hdl.handle.net/10197/12605A 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.Print-ElectronicenThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © 2020 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.9b03399.Photochemical transpositionRing atomsRearrangementJournal Article8542607261710.1021/acs.joc.9b033992020-09-21https://creativecommons.org/licenses/by-nc-nd/3.0/ie/