Synthesis of N-Octyl-2,7-dimethoxy-1,8-bistrimethylsilyl-3,6- dibromocarbazole

Synthetic Communications

Volumn 34, Issue 15, 2004, Pages 2737-2742

  Bouchard, Jimmy ^a   Wakim, Salem ^a   Leclerc, Mario ^a  

^a UNIVERSITÉ LAVAL   (Canada)

Author keywords

Alkaloids; Carbazoles; Conjugated molecules; Regioselective lithiation

Indexed keywords

2,7 DIMETHOXYCARBAZOLE; ALKALOID; CARBAZOLE DERIVATIVE; N OCTYL 2,7 DIMETHOXY 1,8 BISTRIMETHYLSILYL 3,6 DIBROMOCARBAZOLE; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; CONJUGATION; CRYSTALLIZATION; LITHIATION; METHODOLOGY; PURIFICATION; SYNTHESIS;

EID: 4444330762     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200026205     Document Type: Article

References (11)

1. Prudhomme, M. Rebeccamycin analogues as anti-cancer agents. Eur. J. Med. Chem. 2003, 38, 123-140.
2. Wang, Y.-S.; He, H.-P.; Shen, Y.-M.; Hong, X.; Hao, X.-J. Two new carbazole alkaloids from Murraya koenigii. J. Natl Prod. 2003, 66, 416-418.
3. Nakahara, K.; Trakoontivakorn, G.; Alzoreky, N.S.; Ono, H.; Onishi-Kameyama, M.; Yoshida, M. Antimutagenicity of some edible Thai plants, and a bioactive carbazole alkaloid, mahanine, isolated from Micromelum minutum. J. Agric. Food Chem. 2002, 50, 4796-4802.
4. Chen, Y.-L.; Chen, P.-H.; Chung, C.-H.; Li, K.-C.; Jeng, H.-Y.; Tzeng, C.-C. Synthesis and cytotoxicity evaluation of metal-chelator-bearing flavone, carbazole, dibenzofuran, xanthone, and anthraquinone. Helv. Chim. Acta 2003, 86, 778-786.
5. Block, M.H.; Boyer, S.; Brailsford, W.; Brittain, D.R.; Carroll, D.; Chapman, S.; Clarke, D.S.; Donald, C.S.; Foote, K.M.; Godfrey, L.; Ladner, A.; Marsham, P.R.; Masters, D.J.; Mee, C.D.; O'Donovan, M.R.; Pease, J.E.; Pickup, A.G.; Rayner, J.W.; Roberts, A.; Schofield, P.; Suleman, A.; Turnbull, A.V. Discovery and optimization of a series of carbazole ureas as NPY5 antagonists for the treatment of obesity. J. Med. Chem. 2002, 45, 3509-3523.
6. Sktotheim, T.A.; Elsenbaumer, R.L.; Reynolds, J.R., Eds.; Applications of Conducting Polymers. In Handbook of Conducting Polymers, 2nd ed.; Marcel Deker, Inc.: New York, 1998.
7. Vessels, J.T.; Janicki, S.Z.; Petillo, P.A. Sequential Diels-Alder reaction of in situ generated 2,3-dimethylenepyrrole and carbodienophiles: rapid synthesis of 2,3,6,7-tetrasubstituted carbazoles. Org. Lett. 2000, 2, 73-76.
8. Zotti, G.; Schiavon, G.; Zecchin, S.; Morin, J.-F.; Leclerc, M. Electrochemical, conductive, and magnetic properties of 2,7-carbazole-based conjugated polymers. Macromolecules 2002, 35, 2122-2128.
9. Hsieh, B.R.; Litt, M.H. Poly(N-acylethylenimines) with pendant carbazole derivatives. 1. Synthesis. Macromolecules 1985, 18, 1388-1394.
10. Bouchard, J.; Belletête, M.; Durocher, G.; Leclerc, M. Solvatochromic properties of 2,7-carbazole-based conjugated polymers. Macromolecules 2003, 36, 4624-4630.
11. Manfred Schlosser., Ed.; Organoalkali chemistry. In Organometallics in Synthesis. A Manual, 2nd Ed.; John Wiley & Sons: England, 2002; 86-137.