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

  1. Kappe, C. O. Eur. J. Med. Chem. 2000, 35, 1043.
  2. Kappe, C. O. Acc. Chem. Res. 2000, 33, 879.
  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.