Multicomponent Reactions Are Accelerated in Water

Journal of the American Chemical Society

Volumn 126, Issue 2, 2004, Pages 444-445

  Pirrung, Michael C ^a   Das Sarma, Koushik ^a  

^a DUKE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

WATER;

ARTICLE; CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; DIELS ALDER REACTION; REACTION ANALYSIS; REACTION OPTIMIZATION;

CARBOXYLIC ACIDS; CHEMISTRY, ORGANIC; KETONES; KINETICS; LACTAMS; SOLUTIONS; WATER;

EID: 0346456931     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038583a     Document Type: Article

References (17)

1. Breslow, R. In Green Chemistry: Anastas, P. T., Williamson, T. C., Eds.; Oxford Press: New York, 1998, Chapter 13. DeSimone, J. M. Science 2002, 297, 799-803.
2. Breslow, R. In Green Chemistry: Anastas, P. T., Williamson, T. C., Eds.; Oxford Press: New York, 1998, Chapter 13. DeSimone, J. M. Science 2002, 297, 799-803.
3. Otto, S.; Engberts, J. B. F. N. Pure Appl. Chem. 2000, 72, 1365-1372.
4. Breslow, R. Acc. Chem. Res. 1991, 24, 159-164. Otto, S.; Engberts, J. B. F. N. Org. Biomol. Chem. 2003, 1, 2809-20.
5. Breslow, R. Acc. Chem. Res. 1991, 24, 159-164. Otto, S.; Engberts, J. B. F. N. Org. Biomol. Chem. 2003, 1, 2809-20.
6. Chandrasekhar, J.; Shariffskul, S.; Jorgensen, W. L. J. Phys. Chem. B 2002, 106, 8078-85.
7. Lubineau, A.; Augé, J. Top. Curr. Chem. 1999, 206, 2-39. Lubineau, A.; Augé, J.; Queneau, Y. Synthesis 1994, 742-60.
8. Lubineau, A.; Augé, J. Top. Curr. Chem. 1999, 206, 2-39. Lubineau, A.; Augé, J.; Queneau, Y. Synthesis 1994, 742-60.
9. Lubineau, A. J. Org. Chem. 1986, 51, 2142-2144.
10. Ugi, I.; Heck, S. Comb. Chem. High Throughput Screen, 2001, 4, 1-34.
11. Jenner, G. Tetrahedron Lett. 2002, 43, 1235-1238.
12. Yamada, T.; Yanagi, T.; Omote, Y.; Miyazawa, T.; Kuwata, S.; Sugiura, M. ; Matsumoto, K. J. Chem. Soc., Chem. Commun. 1990, 1640-1.
13. The Ugi and Passerini reactions have been conducted in water using sugar reactants (de Nooy, A. E. J.; Masci, G.; Crescenzi, V. Macromolecules 1999, 32, 1318-20), but this work did not compare the rates to reactions in organic solvent.
14. Baker, R. H.; Stanonis, D. J. Am. Chem. Soc. 1951, 73, 699-702.
15. Gedey, S.; van der Eycken, J.; Fülöp, F. Org. Lett. 2002, 4, 1967-1969.
16. Dack, M. R. J. Chem. Soc. Rev. 1975, 4, 211-229.
17. Kohnstam, G. Adv. Phys. Org. Chem. 1967, 5, 121-172.