Microwave-assisted preparation of cyclic ureas from diamines in the presence of ZnO

Tetrahedron Letters

Volumn 45, Issue 39, 2004, Pages 7205-7208

  Kim, Yong Jin ^a   Varma, Rajender S ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Cyclic urea; Diamine; Microwave assisted synthesis; Urethane; ZnO

Indexed keywords

DIAMINE; UREA; URETHAN; ZINC OXIDE;

ARTICLE; CATALYST; MICROWAVE RADIATION; QUANTITATIVE ANALYSIS; STEREOCHEMISTRY; TEMPERATURE;

EID: 4444231576     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.08.042     Document Type: Article

References (21)

1. C.N. Hodge, P.Y.S. Lam, C.J. Eyermann, P.K. Jadhav, Y. Ru, C.H. Fernandez, G.V. De Lucca, C.H. Chang, R.J.C. Kaltenbach, and P.E. Aldrich J. Am. Chem. Soc. 120 1998 4570 4581
2. H.A. Bate, N. Condulis, and N.L. Srein J. Org. Chem. 51 1986 2228 2229
3. P.S. Liu, V.E. Marquetz, J.S. Driscoll, and R.W. Fuller J. Med. Chem. 24 1981 662 666
4. E.J. Lien, and W.D. Kumler J. Med. Chem. 11 1968 214 219
5. P.W. Sherwood J. Coat. Technol. 54 1982 61 64
6. T. Kondo, S. Kotachi, Y. Tsuji, Y. Watanabe, and T. Mitsudo Organometallics 16 1997 2562 2570
7. W.R. Boon J. Chem. Soc. 1947 307
8. R.J. Hayward, and O. Meth-Cohn J. Chem. Soc., Perkin Trans. 1 1975 212 214
9. J.A. Maclaren Aust. J. Chem. 30 1977 455 461
10. F. Qian, J.E. McCusker, Y. Zhang, A.D. Main, M. Chlebowski, M. Kokka, and L. McElwee-White J. Org. Chem. 67 2002 4086 4092
11. K. Aghapoor, M.M. Heravi, and M.A. Nooshabadi Ind. J. Chem. 37B 1998 84 86
12. M.S. Khajavi, M. Hajihadi, and F. Nikpour J. Chem. Res. 1996 94 97
13. B.M. Bhanage, S. Fujita, Y. Ikushima, and M. Arai Green Chem. 6 2004 78 80
14. C. Gabriel, S. Gabriel, E.H. Grant, B.S.J. Halstead, and D.M.P. Mingos Chem. Soc. Rev. 27 1998 213 230
15. M. Larhed, C. Moberg, and A. Hallberg Acc. Chem. Res. 35 2002 717
16. R.S. Varma Green Chem. 1 1999 43 55
17. R.S. Varma Organic Synthesis Using Microwaves and Supported Reagents A. Loupy Microwaves in Organic Synthesis 2002 Wiley-VCH Weinheim 181
18. R.S. Varma Advances in Green Chemistry: Chemical Syntheses Using Microwave Irradiation 2002 AstraZeneca Research Foundation India Bangalore, India (free copy available from: azrefi@astrazeneca.com)
19. 6
20. A.R. Butler, and I. Hussain J. Chem. Soc., Perkin Trans. 2 1981 317 323
21. The isolation of 6′ was unsuccessful due to the formation of oligomerized product during the reaction