10.1002/ejoc.201801231
European Journal of Organic Chemistry
FULL PAPER
4 unit). The crude mass was washed with water, filtrated and dried. The
residue was purified by preparative column chromatography on Silica gel
typically using hexane/ethyl acetate mixtures to provide the desired
chromone derivative.
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General procedure for the synthesis of 3-acylchromones by Pd-
catalyzed decarboxylative cross-coupling of α‑keto acids with 3-
iodochromones. Synthesis of compounds 5a-e, 5h, 5u, 5x.
Under inert atmosphere (glovebox operating with a constant Ar-purge)
corresponding 3-iodochromon
appropriate α‑keto acid
3
(0.1 mmol), CsF (1.5 mmol), an
4
(1.2 mmol), CuI (0.15 mmol), 1,10-
9.
phenanthroline (0.2 mmol), Pd(OAc)2 (0.03 mmol), dppp (0.05 mmol) were
weighed and placed successively into an Ace Pressure Tube equipped
with a magnetic stir bar. Finally, 2.5 mL of dry DMF and 0.4 mL of dry
quinolone were added inside the glovebox, then the reaction vessel was
capped with a stopper. Subsequently, the pressure tube was taken out of
the glovebox and heated at 130oC for 20 hours. Upon completion, the
reaction mixture was cooled to room temperature and concentrated under
vacuum. The crude mass was washed with water, filtrated and dried. The
residue was purified by preparative column chromatography on Silica gel
typically using hexane/ethyl acetate mixtures to provide the desired
chromone derivative.
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Acknowledgements
This research program is supported by NCN POLONEZ 2 grant
(Nr. 2016/21/P/ST5/00630, obtained by Dr. Satenik Mkrtchyan).
Keywords: Acylation, C-C Coupling, Catalysis, Heterocycles,
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