Abstract
The regioselectivity of a one-pot hydrogenation/alkylation reaction of coumarins 1a and 1b with series of alkyl halides has been elucidated as a complementary work to reaction of acylation with the same coumarins. Reaction conditions have provided formation of only C-alkylation products with good to high yield. The results from the experiments are of significant importance to predict reactivity of 3-substituted coumarins in different reaction conditions.
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Acknowledgements
This work was supported by National Science Fund project "Dimeric coumarin structures – new synthetic approaches and quantum-chemical investigations" - KP-06-N-39/15. The authors would like to express their gratitude to Prof. Nestor A. Rodios from Laboratory of Organic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, for the NMR and MS spectra.
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Petkova-Yankova, N.I., Nikolova, R.D. Substituted coumarins as ambident nucleophiles in one-pot hydrogenation/alkylation reaction. Chem. Pap. 74, 2627–2634 (2020). https://doi.org/10.1007/s11696-020-01098-1
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DOI: https://doi.org/10.1007/s11696-020-01098-1