Synthesis of a 2-aminoimidazole library for antibiofilm screening utilizing the sonogashira reaction

Journal of Organic Chemistry

Volumn 73, Issue 13, 2008, Pages 5191-5193

  Richards, Justin J ^a   Melander, Christian ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; ADDITION REACTIONS; CHEMICAL COMPOUNDS; CHEMICAL REACTIONS; COMPLEXATION; HYDROCARBONS; REACTION KINETICS;

AMERICAN CHEMICAL SOCIETY (ACS); ARYL IODIDES; CHEMICAL EQUATIONS; DIVERGENT SYNTHESIS; EXCELLENT YIELDS; RING SYSTEMS; SONOGASHIRA REACTIONS; SYNTHESIS (OF CHIRAL IONIC LIQUIDS);

SYNTHESIS (CHEMICAL);

2 AMINOIMIDAZOLE; ALKALOID; IMIDAZOLE DERIVATIVE; NATURAL PRODUCT; OROIDIN; PALLADIUM;

ARTICLE; BACTERIUM; BIOFILM; CHEMICAL REACTION; CHEMICAL STRUCTURE; MARINE ENVIRONMENT; NONHUMAN; SONOGASHIRA REACTION; SPONGE (PORIFERA); SYNTHESIS;

ANTI-BACTERIAL AGENTS; BACTERIA; BIOFILMS; COMBINATORIAL CHEMISTRY TECHNIQUES; IMIDAZOLES; MOLECULAR STRUCTURE;

EID: 46849107768     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800618q     Document Type: Article

References (16)

1. Davies, D. Nat. Rev. Drug Discovery 2003, 2, 114-122.
2. Costerton, J. W.; Stewart, P. S.; Greenberg, E. P. Science 1999, 284, 1318-1322.
3. Rasmussen, T. B.; Givskov, M. Int. J. Med. Microbiol. 2006, 296, 149-61.
4. Musk, D. J.; Hergenrother, P. J. Curr. Med. Chem. 2006, 13, 2163-2177.
5. Geske, G. D.; Wezeman, R. J.; Siegel, A. P.; Blackwell, H. E. J. Am. Chem. Soc. 2005, 127, 12762-12763.
6. Hu, J. F.; Garo, E.; Goering, M. G.; Pasmore, M.; Yoo, H. D.; Esser, T.; Sestrich, J.; Cremin, P. A.; Hough, G. W.; Perrone, P.; Lee, Y. S. L.; Le, N. T.; O'Neil-Johnson, M.; Costerton, J. W.; Eldridge, G. R. J. Nat. Prod. 2006, 69, 118-120.
7. Junker, L. M.; Clardy, J. Antimicrob. Agents Chemother. 2007, 51, 3582-3590.
8. Huigens, R. W.; Richards, J. J.; Parise, G.; Ballard, T. E.; Zeng, W.; Deora, R.; Melander, C. J. Am. Chem. Soc. 2007, 129, 6966-6967.
9. Richards, J. J.; Huigens, R. W.; Ballard, T. E.; Basso, A.; Cavanagh, J.; Melander, C. Chem. Commun. 2008, 1698-1700.
10. Hoffmann, H.; Lindel, T. Synthesis 2003, 1753-1783.
11. Sonogashira, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 4467-4470.
12. Chinchilla, R.; Najera, C. Chem. Rev. 2007, 107, 874-922.
13. Schnurch, M.; Flasik, R.; Khan, A. F.; Spina, M.; Mihovilovic, M. D.; Stanetty, P. Eur. J. Org. Chem. 2006, 3283-3307.
14. Zapf, C. W.; Creighton, C. J.; Tomioka, M.; Goodman. M. Org. Lett. 2001, 3, 1133-1136.
15. Ando, N.; Terashima, S. Synlett 2006, 2836-2840.
16. Poeverlein, C.; Jacobi, N.; Mayer, P.; Lindel, T. Synthesis 2007, 3620-3626.