Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 18, Pages 11856-11866Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01604
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- Graduate School Molecular Science [GRK1910]
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Taking advantage of the differentiating effect of the solvent methanol, deuterations of electron-rich aromatic systems can be carried out under mild acid catalysis and thus under far milder conditions than known so far. The exceptional functional group tolerance observed under the optimized conditions, which even includes highly acid-labile groups, results from a hitherto unexploited shifted selectivity in protonation, and enabled simple and straightforward access to complex deuterium-labeled compounds.
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