Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 4, Pages 2607-2617Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b03399
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Funding
- School of Chemistry at University College Dublin
- UCD [SF1606, SF1609]
- SSPC through PharMS
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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.
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