10.1002/adsc.201801177
Advanced Synthesis & Catalysis
COMMUNICATION
[4]
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expect this transformation to have broad implications, as it
suggests a new general strategy for alkenylation reactions.
Experimental Section
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D. S.Ryabukhin, N. A. Bokach, A. V. Vasilyev, Chem. Rev. 2016, 116,
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General procedure for the synthesis of 3. The reaction was
carried out in
a glovebox under an argon atmosphere.
[Ir(cod)Cl]2 (1.4 mg, 0.002 mmol), L1 (2.5 mg, 0.004 mmol), and
TBD (1.4 mg, 0.01 mmol) were added to a 2 dram scintillation
vial (vial A) equipped with a magnetic stirring bar. Vial A was
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o
then charged with THF (0.5 mL) and stirred at 50 C for 30 min.
To another 2 dram scintillation vial (vial B) was added propenyl
carbonate (0.1 mmol), 4-hydroxypyridine analogues (0.2 mmol),
DBU (0.2 mmol) and THF (0.5 mL). The pre-formed catalyst
solution (vial A) was then transferred to vial B. Then vial B was
sealed and stirred at 50 °C for a certain time. Upon completion
of the reaction, vial B was removed from the glovebox and
uncapped. Saturated NH4Cl aqueous solution was added and
the mixture was extracted with DCM (10 mL x 3). The combined
organic phase was washed with brine, dried over Na2SO4,
filtered and concentrated in vacuo. The residue was purified by
column chromatography over silica gel to afford the desired
product.
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Acknowledgements
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M. R. Kita, A. J. M. Miller, Angew. Chem. Int. Ed. 2017, 56, 5498.
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We gratefully acknowledge the Natural Science Foundation of
Jiangsu Province (BK20180447) and the Fundamental Research
Funds for the Central Universities (30918011313) for financial
support. We thank Dr. Lei Wang for assistance with the NOE
experiment. We also thank Prof. Hongmiao Wu from Nanjing
University of Technology for helpful discussions. We specially
thank Prof. Yi-ming Wang from University of Pittsburgh for
language polishing of the manuscript.
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