A novel isocyanide-based multicomponent reaction: An easy access to substituted propionamides and succinimides

Synlett

Volumn , Issue 4, 2006, Pages 615-617

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

^a URAL FEDERAL UNIVERSITY   (Russian Federation)

Author keywords

Combinatorial chemistry; Isocyanides; Multicomponent reactions; Nucleophilic additives; Reaction design

Indexed keywords

4 NITROPHENOL; ALKENE DERIVATIVE; CYANIDE; PROPIONAMIDE DERIVATIVE; SUCCINIMIDE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; REACTION ANALYSIS; SYNTHESIS;

EID: 33645014816     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-933104     Document Type: Article

References (20)

1. Multicomponent Reactions; Zhu, J.; Bienayme, H., Eds.; WILEY-VCH Verlag: Weinheim, 2005.
2. Burke, M. D.; Schreiber, S. L. Angew. Chem. Int. Ed. 2004, 43, 46.
3. Pauvannan, K. Tetrahedron Lett. 1999, 40, 1851.
4. Lee, D.; Sello, J. K.; Schreiber, S. L. Org. Lett. 2000, 2, 709.
5. Zhu, J. Eur. J. Org. Chem. 2003, 1133.
6. (a) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366.
7. (b) Doemling, A. Curr. Opin. Chem. Biol. 2000, 4, 318.
8. (c) Doemling, A. Curr. Opin. Chem. Biol. 2002, 6, 306.
9. (d) Mironov, M. A.; Mokrushin, V. S.; Maltsev, S. S. Synlett 2003, 943.
10. Ugi, I.; Doemling, A. Angew. Chem. Int. Ed. 2000, 39, 3168.
11. Saegusa, T.; Ito, Y.; Tomita, S.; Kinoshita, H.; Takaishi, N. Tetrahedron 1971, 27, 27.
12. (a) Shaabani, A.; Teimouri, M. B.; Bijanzadeh, H. R. Tetrahedron Lett. 2002, 43, 9151.
13. (b) Nair, V.; Menon, R. S.; Vinod, A. U.; Viji, S. Tetrahedron Lett. 2002, 43, 2293.
14. Mironov, M. A.; Ivantsova, M. N.; Tokareva, M. I.; Mokrushin, V. S. Tetrahedron Lett. 2005, 46, 3957.
15. 2O (3:1, 0.5 mL). The resulting mixture was stirred at r.t. for 5-8 h. After the reaction was complete, the solution was concentrated to dryness and the crude product was purified by crystallization or flash chromatography.
16. +).
17. El Kaïm, L.; Grimaud, L.; Oble, J. Angew. Chem. Int. Ed. 2005, 44, 7961.
18. Schmidt, R. R. Chem. Ber. 1965, 98, 346.
19. 2O (3:1, 0.5 mL). The resulting solution was stirred at r.t. for 6-9 h. When the reaction was complete, solutions were concentrated to dryness, and the crude product was purified by crystallization or flash chromatography.
20. +).