RSC Advances
Paper
the reductive elimination with the concomitant generation of
Pd(0), which nishes the catalytic cycle (Scheme 3).
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(
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In conclusion
7
8
(
Highly selective carbonylative Suzuki reactions of aryl tosylates/
triates with arylboronic acids using an in situ generated
palladium system furnished products in high yields. The reac-
tions were performed under ambient conditions and in the
absence of an added base. The key to success is the addition of
ligand, which can effectively accelerate desired Suzuki-type
coupling. The convenient Pd-catalyzed carbonylative coupling
Y. Nishihara and K. Takagi, J. Org. Chem., 2011, 76, 1949.
For some recent reviews on Pd-catalyzed carbonylations of
aryl halides with CO, see: (a) S. T. Gadge and
B. M. Bhanage, RSC Adv., 2014, 4, 10367; (b) W. W. Fang,
H. B. Zhu, Q. Y. Deng, S. L. Liu, Y. X. Liu, Y. J. Shen and
T. Tu, Synthesis, 2014, 46, 1689; (c) X.-F. Wu, H. Neumann
and M. Beller, Chem. Rev., 2013, 113, 1; (d) Transition Metal
Catalyzed Carbonylation Reactions-Carbonylative Activation
of C–X Bonds, ed. X.-F. Wu and M. Beller, Springer-Verlag
Berlin, Heidelberg, 2013; (e) X.-F. Wu, H. Neumann and
M. Beller, Chem. Soc. Rev., 2011, 40, 4986; (f) J. Magano and
J. R. Dunetz, Chem. Rev., 2011, 111, 2177; (g) R. Grigg and
S. P. Mutton, Tetrahedron, 2010, 66, 5515; (h)
A. Brennfuhrer, H. Neumann and M. Beller, Angew. Chem.,
Int. Ed., 2009, 48, 4114.
occurs efficiently of aryl tosylates/triates with Pd(TFA) /phos-
2
phate system applying source of carbon monoxide at atmo-
spheric pressure to deliver the desired ketones in high yield.
This method was adapted to the synthesis of oxybenzone and
ketoprofen in good yields under mild conditions.
Acknowledgements
This work was supported by a grant from the Young talent
training plan of Jilin Science and Technology Bureau (20156429),
Youth fund of Jilin department of education (2015404), National
fund project of Jilin province (20140311110YY).
9
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86508 | RSC Adv., 2016, 6, 86502–86509
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