1522
Heshmatollah Alinezhad et al.
group and then one molecule of 1,3-dione condenses
with the aromatic aldehyde to produce the intermedi-
ate compound 10 (Aldol condensation). Then, the active
methylene group of the second molecule of 1,3-dione
reacts with 10 to give intermediate 11 (Micheal addi-
tion). Nucleophilic attack of amine group of aniline
derivatives to carbonyl group creates intermediate 12. In
the next step, cyclization will occur by the nucleophilic
attack of amine group to carbonyl group to achieve
intermediate 13. As a final point, by the removal of one
water molecule, the acridine derivatives 4 and 5 will be
produced.
8. Bicak N 2005 J. Mol. Liq. 116 15
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4. Conclusion
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Zh. Org. Khim. 27 1519
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In summary, IL catalyst was used as a highly effi-
cient and green catalyst for the synthesis of 1,8-
dioxodecahydroacridine derivatives which resulted to
better yields. IL effectively catalyses the reaction of
various aldehydes, 1,3-dione and aniline derivatives in
water to produce 1,8-dioxodecahydroacridine deriva-
tives in good to excellent yields. The catalyst offers sev-
eral advantages including non-toxic, mild reaction con-
ditions, cleaner reactions, high yield of the products,
shorter reaction times, lower catalytic loading as well as
simple experimental and isolation procedures. Also, the
catalyst could be reused easily five times with a small
decrease in catalytic activity of the recovered catalyst.
22. Kidwai M and Bhatanagar D 2010 Tetrahedron Lett. 51
2700
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Acknowledgement
27. Wang X S, Shi D Q, Zhang Y F, Wang S H and Tu S J
2004 Chin. J. Org. Chem. 24 430
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Y and Zong Z M 2005 J. Chem. Res. S. 600
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Chem. Soc. Jpn. 79 454
This research was supported by the Make Inquiries
Commission of the University of Payame Noor, Sari,
Iran.
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