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JOURNAL ARTICLE
RESEARCH SUPPORT, NON-U.S. GOV'T
Brønsted Acids Enable Three Molecular Rearrangements of One 3-Alkylidene-2H-1,2-oxazine Molecule into Distinct Heterocyles.
Organic Letters 2018 Februrary 17
This work describes three different strategies to structurally rearrange one 3-alkylidene-2H-1,2-oxazine molecule into three distinct heterocycles using HOTf, propiolic acid, and silica gel, respectively. The mechanisms of these rearrangement reactions involve three independent routes, including (i) Brønsted acid catalysis, (ii) a synergetic action of Brønsted acids and anions, (iii) a surface-directed chemoselectivity.
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