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Scheme 2 Proposed reaction mechanism.
lower solubility of FeS might prevent the interaction, leading
to better results. Compared with some other iron-oxidant
catalytic reactions,15 our system does not need any organic
ligand that could coordinate to Fe to form active catalytic
species. We expect that FeS could be used as catalyst in more
coupling reactions.
In summary, we demonstrated that the inexpensive and environ-
mentally friendly catalytic system composed of FeS and K2S2O8 is
highly effective for the arylation of electron-deficient heterocycles
and quinones. A broad range of substrates could react smoothly
with arylboronic acids to give the desired coupling products with
moderate to excellent yields. A supposed reaction mechanism was
given. Further studies to elucidate the mechanism and to improve
the regioselectivity of this reaction are currently underway.
This work was financially supported by the National Science
Foundation of China (Nos. 20972104 and 21021001), the Program
for Changjiang Scholars in China. We also thank Analytical &
Testing Center of Sichuan University for NMR analysis.
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This journal is The Royal Society of Chemistry 2012
Chem. Commun., 2012, 48, 11769–11771 11771