Ugi reaction in aqueous solutions: A simple protocol for libraries production

Molecular Diversity

Volumn 6, Issue 3-4, 2003, Pages 193-197

  Mironov, Maxim A ^a   Ivantsova, Maria N ^a   Mokrushin, Vladimir S ^a  

^a URAL FEDERAL UNIVERSITY   (Russian Federation)

Author keywords

Aqueous solutions; Combinatorial chemistry; Isocyanides; Micellar catalysis; Multi component reaction

Indexed keywords

AMINE; ISOCYANIC ACID DERIVATIVE; LEVULINIC ACID; WATER;

AQUEOUS SOLUTION; CATALYSIS; CHEMICAL REACTION; CLINICAL PROTOCOL; CONCENTRATION RESPONSE; CONFERENCE PAPER; MICELLE; PRIORITY JOURNAL; REACTION ANALYSIS; SOLUBILITY;

AMINES; COMBINATORIAL CHEMISTRY TECHNIQUES; CYANIDES; LEVULINIC ACIDS; MOLECULAR STRUCTURE;

EID: 0347132249     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:MODI.0000006758.61294.57     Document Type: Conference Paper

References (16)

1. (a) Grieco, P. A. (ed.), Organic Synthesis in Water, Blackie Academic & Professional, Glasgow, 1998.
2. (b) Anastas, P. and Williamson, T. C. (eds.), Green Chemistry, frontiers in benign Chemical Synthesis and Processes, Oxford University Press, New York, 1998.
3. Blokzijl, W. and Engberts, J. B. F. N., Hydrophobic effects. Opinions and facts, Angew. Chem. Int. Ed., 32 (1993) 1545-1579.
4. (a) Rideout, D. C. and Breslow, R., Hydrophobic acceleration of Diels-Alder reactions, J. Am. Chem. Soc., 102 (1980) 7816-7817.
5. (b) Grieco, P. A., Garner, P. and Zhen-min He, Micellar catalysis in the aqueous intermolecular Diels-Alder reaction: rate acceleration and enhanced selectivity, Tetrahedron Lett., 24 (1983) 1897-1900.
6. (c) Breslow, R., Maitra U. and Rideout D., Selective Diels-Alder reactions in aqueous solutions and suspensions, Tetrahedron Lett., 24 (1983) 1901-1904.
7. Ramamurthy, V., Organic photochemistry in organized media, Tetrahedron, 42 (1986) 5753-5842.
8. Li, C-J. and Chan, T-H., Organic synthesis using indium-mediated and catalyzed reactions in aqueous media, Tetrahedron, 55 (1999) 11149-11176.
9. Lehn, J-M. and Eliseev, A. V., Dynamic combinatorial chemistry, Science, 291 (2001) 2331-2332.
10. Huc, I. and Nguyen, R., Dynamic combinatorial chemistry, Comb. Chem. High Throughput Screen, 4 (2001) 53-74.
11. (a) Huc, I. and Lehn, J-M., Virtual combinatorial libraries: Dynamic generation of molecular and supramolecular diversity by self-assembly, Proc. Natl. Acad. Sci. U.S.A., 94 (1997) 2106-2110.
12. (b) Klekota, B. and Miller, B. L., Selection of DNA-binding compounds via multistage molecular evolution, Tetrahedron, 55 (1999) 11687-11697.
13. Ugi, I. and Dömling, A., Multicomponent reactions with isocyanides, Angew. Chem. Int. Ed., 39 (2000) 3168-3210.
14. Shaabani, A., Teimouri, M. B. and Bijanzadeh, H. R., One-pot three component condensation reaction in water: an efficient and improved procedure for the synthesis of furo[2,3-d]pyrimidine-2,4(1H,3H)-diones, Tetrahedron Lett., 43 (2002) 9151-9154.
15. (a) Short, K. M. and Mjalli, A. M. M., A Solid-phase combinatorial method for the synthesis of novel 5- and 6-membered ring lactams, Tetrahedron Lett., 38 (1997) 359-362.
16. (b) Harriman, G. C. B., Synthesis of small and medium sized 2,2-disubstituted lactams via the 'intramolecular' three component Ugi reaction, Tetrahedron Lett., 38 (1997) 5591-5594.