Microwave-Expedited One-Pot, Two-Component, Solvent-Free Synthesis of Functionalized Pyrimidines
Shyamaprosad Goswami A C , Subrata Jana A , Swapan Dey A and Avijit Kumar Adak A BA Department of Chemistry, Bengal Engineering and Science University, Howrah 711103, India.
B Current address: Institute of Chemistry, Academia Sinica, Taipei, Taiwan.
C Corresponding author. Email: spgoswamical@yahoo.com
Australian Journal of Chemistry 60(2) 120-123 https://doi.org/10.1071/CH06388
Submitted: 21 October 2006 Accepted: 22 November 2006 Published: 13 February 2007
Abstract
The synthesis of a series of diversely substituted pyrimidines under solvent-free conditions in good yields is described. Under microwave irradiation, a variety of nucleophilic substrates containing the N–C–N unit with β-dicarbonyl compounds, ethyl cyanoacetate, malononitrile, and chalcones was cyclized to give pyrimidines. A combinatorial type approach for a one-step synthesis has been developed where a ring-closing condensation is followed by spontaneous aromatization to afford 28 functionalized and aryl/alkyl substituted pyrimidines.
Acknowledgments
We acknowledge the Department of Science and Technology (DST) and the Council of Scientific and Industrial Research (CSIR), Government of India, for financial support. S.J. thanks CSIR for a research fellowship.
[1]
A. G. Arvanitis,
P. J. Gilligan,
R. J. Chorvat,
R. S. Cheeseman,
T. E. Christos,
R. Bakthavatchalam,
J. P. Beck,
A. J. Cocuzza,
F. W. Hobbs,
R. G. Wilde,
C. Arnold,
D. Chidester,
M. Curry,
L. He,
A. Hollis,
J. Klaczkiewicz,
P. J. Krenitsky,
J. P. Rescinito,
E. Scholfield,
S. Culp,
E. B. De Souza,
L. Fitzgerald,
D. Grigoriadis,
S. W. Tam,
Y. N. Wong,
S. Huang,
H. L. Shen,
J. Med. Chem. 1999, 42, 805.
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
[Chem. Abs. 1942, 36, 48061].
| Crossref | GoogleScholarGoogle Scholar |