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Organic & Biomolecular Chemistry
Journal Name
ARTICLE
Sci., 2013,
4
demonstrated the present work having a practical application
value in pharmaceutical synthesis.
Angelini, Chem. Rev., 2014, 114, 1709–1742.
DOI: 10.1039/C9OB01200A
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Experimental
General procedure for the synthesis of compound 3a
In
a
typical procedure, various reagents, including
benzaldehyde 1a (0.5 mmol), phenylhydrazine 2a (0.5 mmol),
KI (0.2 equiv.), TBHP (3.0 equiv. 70% in water) and t-BuOK (2
equiv.), were dissolved in 5 mL DMF in a dried 15 mL
polyterafluoroethylene (PTFE) reaction vessel. The vessel was
placed in a stainless-steel autoclave with a pressure regulating
system. Then CO2 was charged into the autoclave from a
cylinder. The reaction was performed at the selected
temperature under magnetic stirring for 8 h and pressure was
kept constant during the reaction. After the reaction was
finished, the vessel was cooled and the pressure was released
slowly to atmospheric pressure. Then, the saturated Na2S2O3
aqueous solution (10 mL) was added to the reaction mixture to
quench the remaining oxidants. Next, the reaction mixture was
diluted with H2O (20 mL) and extracted with EtOAc (15 mL×3).
The combined organic layer was dried by using anhydrous
MgSO4 and then filtered. The solvent was removed under
vacuo and the crude product was further purified by column
chromatography on a silica gel column with petroleum
ether/ethyl acetate as eluent to give the desired product.
,
6
7
,
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Conflicts of interest
There are no conflicts to declare.
Acknowledgements
We are grateful to the National Natural Science Foundation of
China (21572070) and the National Key Research and
Development Program of China (2016YFA0602900).
2
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