Microwave-assisted Cu (I) catalyzed solvent-free three component coupling of aldehyde, alkyne and amine

QSAR and Combinatorial Science

Volumn 23, Issue 10, 2004, Pages 891-894

  Ju, Yuhong ^a   Li, Chao Jun ^b   Varma, Rajender S ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

^b MCGILL UNIVERSITY   (Canada)

Author keywords

Microwave; Propargylamine; Solventless; Three component coupling

Indexed keywords

BROMINE COMPOUNDS; COPPER COMPOUNDS; HYDROCARBONS; MICROWAVE IRRADIATION;

GRIGNARD; MICROWAVE- IRRADIATIONS; MICROWAVE-ASSISTED; ONE POT; POT OPERATION; PROPARGYLAMINES; SOLVENT FREE; SOLVENTLESS; TERMINAL ALKYNE; THREE-COMPONENT COUPLING;

ALDEHYDES;

ALDEHYDE; ALKYNE; AMINE; SOLVENT;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; GRIGNARD REACTION; MICROWAVE IRRADIATION; PRIORITY JOURNAL; SYNTHESIS;

EID: 12344319135     PISSN: 1611020X     EISSN: None     Source Type: Journal    
DOI: 10.1002/qsar.200420034     Document Type: Article

References (20)

1. a) P. Lidström, J. Tierney, B. Wathey, J. Westman, Tetrahedron 2001, 57, 9225-9283;
2. b) R. S. Varma, Green Chem. 1999, 1, 43-55;
3. c) C. Gabriel, S. Gabriel, E. H. Grant, B. S. J. Halstead, D. M. P. Mingos, Chem. Soc. Rev. 1998, 27, 213-224.
4. d) S. Caddick, Tetrahedron 1995, 51, 10403-10432.
5. e) L. Perreux, A. Loupy, Tetrahedron 2001, 57, 9199-9223.
6. a) R. S. Varma, Advances in Green Chemistry: Chemical Syntheses Using Microwave Irradiation, AstraZeneca Research Foundation India, Bangalore, India, 2002;
7. b) R. S. Varma, Organic Synthesis using Microwaves and Supported Reagents in: A. Loupy (Ed.), Microwaves in Organic Synthesis, Wiley-VCH, Weinheim, 2002, pp. 181-218;
8. c) M. Larhed, C. Moberg, A. Hallberg, Acc. Chem. Res. 2002, 35, 717-727.
9. a) G. S. Kauffman, G. D. Harris, R. L. Dorow, B. R. P. Stone, R. L. Parsons, J. A. Pesti, N. A. Magnus, J. M. Fortunak, P. N. Confalone, W. A. Nugent, Org. Lett. 2000, 2, 3119-3121;
10. b) M. A. Huffman, N. Yasuda, A. E. DeCamp, E. J. Grabowski, J. Org. Chem. 1995, 60, 1590-1594;
11. c) B. Nilsson, H. M. Vargas, B. Ringdahl, U. Hacksell; J. Med. Chem. 1992, 35, 285-294;
12. d) K, Hattoi, M. Miyata, H. Yamamoto, J. Am. Chem. Soc. 1993, 115, 1151-1152.
13. a) C. J. Li, C. Wei, Chem. Commun. 2002, 268-270;
14. b) C. Wei, C. J. Li, J. Am. Chem. Soc. 2002, 124, 5638-5639;
15. c) C. Wei, C. J. Li, J. Am. Chem. Soc. 2003, 125, 9584-9585;
16. d) C. Wei, Z. Li, C. J. Li, Org. Lett. 2003, 5, 4473-4475.
17. a) X. F. Yang, M. Wang, R. S. Varma, C. J. Li, Org. Lett. 2003, 5, 657-660;
18. b) Z. Li, C. Wei, L Chen, R. S. Varma, C. J. Li, Tetrahedron Lett. 2004, 45, 2443-2446.
19. During the preparation of this manuscript, a microwave-promoted three-component coupling in water catalyzed by CuI has appeared, L. Shi, Y.-Q. Tu, M. Wang, F.-M. Zhang, C.-A. Fan, Org. Lett. 2004, 6, 1001-1003.
20. N. Wiberg (Ed.), Holleman-Wiberg Inorganic Chemistry. Academic Press, New York, 2001, pp. 1254-1256.