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Brønsted Acids Enable Three Molecular Rearrangements of One 3-Alkylidene-2H-1,2-oxazine Molecule into Distinct Heterocyles
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Brønsted Acids Enable Three Molecular Rearrangements of One 3-Alkylidene-2H-1,2-oxazine Molecule into Distinct Heterocyles

Bhanudas Dattatray Mokar, Jinxian LiuRai-Shung Liu
Organic Letters, 卷.20(4), 頁碼.1038-1041
02/2018

摘要

Biochemistry Physical and Theoretical Chemistry Organic Chemistry
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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