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Representative one pot procedure for the synthesis of 6a–h,
8a–d, and 10a–j
A mixture of substituted aldehyde (1 mmol), 4-hydroxy cou-
marin/5,5 dimethyl,1,3-cyclohexanedione/1,3-cyclohexanedione/
4-hydroxy-6-methyl-2H-pyran-2-one (1 mmol) and N-methyl
imidazole (0.5 mmol) in water (5 mL) was allowed to reflux for
1 h at 100 °C. After that 1-methyl-3-phenacylimidazolium
bromide (1 mmol) was added and stirring was continued for 1 h
at 100 °C. After completion of the reaction as indicated on TLC,
the reaction mixture was extracted with ethyl acetate and water.
The organic layer was dried over anhydrous sodium sulphate and
concentrated in vacuo. The crude product was chromatographed
on a silica gel column with a hexane–ethyl acetate mixture to
afford dihydrofuran derivatives 6a–h, 8a–d, and 10a–j in good
to excellent yields.
Acknowledgements
SS and GG are thankful to CSIR-UGC for the financial assist-
ance. SAIF-CDRI was acknowledged for providing the spectral
data. CSIR-CDRI Communication Number 8335.
21 C.-R. Liu, B.-H. Zhu, J.-C. Zheng, X.-L. Sun, Z. Xieb and Y. Tang,
Chem. Commun., 2011, 47, 1342–1344.
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