10.1002/ejoc.201900027
European Journal of Organic Chemistry
COMMUNICATION
stirred at 25°C for 2 h. The resulting mixture was diluted with EtOAc,
washed with saturated aqueous solution of NaHCO3 and concentrated
under reduced pressure. The crude material was dissolved in a small
amount of DCM and loaded on a silica gel column that was packed using
petroleum ether. Column chromatography with petroleum ether/EtOAc
(the ratio was adjusted according to TLC) as an eluent delivered
2-pyridone 7.
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General procedure for the synthesis of 2-pyridones 8
Ugi adduct 6 (0.3 mmol), AgPF6 (7.6 mg, 0.03 mmol) and PPh3AuCl (7.4
mg, 0.015 mmol) were placed in a crew cap vial followed by addition of dry
CHCl3 (3 mL) and CF3SO3H (7.5 µL). The reaction mixture was sealed and
stirred at 25°C for 2 h. Upon completion of this time, EtOAc (5 mL) and
another portion of CF3SO3H (15µL) were added. The reaction mixture was
sealed and stirred at 25°C for 24 h. The resulting mixture was diluted with
EtOAc, washed with saturated aqueous solution of NaHCO3 and
concentrated under reduced pressure. The crude material was dissolved
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Acknowledgements
This work was supported by the startup fund from Soochow
University (grant Q410900714), National Natural Science
Foundation of China (grant 21650110445), Natural Science
Foundation of Jiangsu Province of China (grants BK20150317
and BK20160310), the Priority Academic Program Development
of Jiangsu Higher Education Institutions (PAPD) and the project
of scientific and technologic infrastructure of Suzhou (grant
SZS201708). M.Z. is grateful to Chinese Scholarship Council
(CSC) for providing a doctoral scholarship.
[7]
Keywords: cascade transformations • gold catalysis •
multicomponent reactions • 2-pyridones • Ugi reaction
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