Cu(Otf)2 Catalyzed Regioselective N3-Arylation Of Biginelli 4-Aryl-3,4-Dihydropyrimidin-2(1H)-One Using Symmetrical Diaryliodonium Salt

Authors

  • Nilesh P. Tale  Late B. S. Arts, Prof. N. G. Science and A. G. Commerce college Sakharkherda. Tq. Sindkhed Raja. ,Buldhana, Maharashtra, India
  • Nitin W. Waghmode  Department of Chemistry, Rashtrasant Tukadoji Maharaj Nagpur University, Nagpur, Maharashtra, India
  • Nandkishor N. Karade  Department of Chemistry, Rashtrasant Tukadoji Maharaj Nagpur University, Nagpur, Maharashtra, India

Keywords:

Aldehyde, β –Ketoester, Urea.

Abstract

The Biginelli reaction is a simple one pot three-component condensation of an aldehyde, β-ketoester and urea in presence of a catalytic quantity of acid to produce biologically important 3,4-dihydropyrimidin-2-(1H)-ones (DHPMs) scaffolds.1-4 However, the classical Biginelli reaction fails to produce N3-arylated dihydropyrimidones using N-arylurea as one of the reacting component. In this case, N1-arylated DHPMs are obtained as the sole product.12 Therefore; there is a necessity to perform N3-arylation of DHPMs to furnish decorated cyclic urea analogues.

References

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  3. Kappe, C. O. Tetrahedron  1993, 49, 6937.
  4. Zanatta, N.; Fantinel, L.; Fernandes, L. S.; Wouters, A. D.; Bonacorso, H. G.; Martins, M. A. P. Synthesis 2008, 21, 3492.
  5. Zigeuner, G.; Hamberger, H.; Blaschke, H., Sterk, H. Monatsh. Chem. 1966, 97, 1406.
  6. Namazi, H.; Mirzaei, Y. R.; Azamat, H. J. Heterocyclic Chem. 2001, 38, 1051. (b) Zigeuner, G., Knopp, C. Monatsh. Chem. 1970, 101, 1541.
  7. George, T.; Tahrlramani, R.; Metha, D. V. Synthesis 1975, 405.
  8. Kappe, C. O. Liebigs Ann. Chem. 1990, 505.

International Journal of Scientific Research in Science and Technology

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Published

2018-01-30

Issue

Volume 4, Issue 1, January-February-2018

Section

Research Articles

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How to Cite

[1]
Nilesh P. Tale, Nitin W. Waghmode, Nandkishor N. Karade, " Cu(Otf)2 Catalyzed Regioselective N3-Arylation Of Biginelli 4-Aryl-3,4-Dihydropyrimidin-2(1H)-One Using Symmetrical Diaryliodonium Salt, International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011, Volume 4, Issue 1, pp.388-390, January-February-2018.