논문KCI 등재
Efficient Synthesis of Novel 3-Substituted Coumarin-3-carboxamide
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초록
A series of novel pseudopeptides contained coumarin skeleton were synthesized through the Ugi-four-component reaction. The 3-substituted coumarin-3-carboxamides were formed through reaction of benzaldehyde derivatives, anilines, coumarin-3- carboxylic acid and isocyanides with high yields and high bond-forming efficiency at room temperature. These novel amidated coumarins exhibit brilliant fluorescence in range of 535−547 nm in chloroform.
Abstract
A series of novel pseudopeptides contained coumarin skeleton were synthesized through the Ugi-four-component reaction. The 3-substituted coumarin-3-carboxamides were formed through reaction of benzaldehyde derivatives, anilines, coumarin-3- carboxylic acid and isocyanides with high yields and high bond-forming efficiency at room temperature. These novel amidated coumarins exhibit brilliant fluorescence in range of 535−547 nm in chloroform.
참고문헌 (49)
- Murray, R. D. H, "Occurrence, Chemistry and Biochemistry" (1982), John Wiley
- Keating, G. J, "Biology, Applications and Mode of Action", pp.23~66 (1997), John Wiley and Sons
- "Murray, R. D. H", 591~ (1989)
- Zabradnik, M, "The Production and Application of Fluorescent Brightening Agents" (1992), John Wiley and Sons
- Maeda, M, "Laser Dyes" (1994), Academic Press
- Maxwell, , A. Mol. Microbiol, 9, pp.681~ (1993)
- Dexeus, F. H, , Clin. Oncol, 8, pp.325~ (1990)
- Zembower, D. E, , J. Med. Chem, 40, pp.1005~ (1997)
- Yu, D, , Med. Res. Rev, 23, pp.322~ (2003)
- Kempen, I, , J. Cancer, 88, pp.1111~ (2003)
- Finn, G, , Eur. J. Pharmacol, 481, pp.159~ (2003)
- Finn, G. J, , Cancer Lett, 205, pp.69~ (2004)
- Morita, H, , Bioorg. Med. Chem. Lett, 14, pp.3665~ (2004)
- Kontogiorgis, C. A, , Enzyme Inhib. Med. Chem, 18, pp.63~ (2003)
- Donnelly, A. C, , J. Org. Chem, 73, pp.8901~ (2008)
- Chimenti, F, , Bioorg. Med. Chem. Lett, 20, pp.4922~ (2010)
- Bylov, I. E, , Eur. J. Med. Chem, 34, pp.997~ (1999)
- Kempen, I, , Eur. J. Med. Chem, 43, pp.2735~ (2008)
- Reddy, N. S, , Bioorg. Med. Chem, 13, pp.3141~ (2005)
- Melagraki, G, , J. Eur. J. Med. Chem, 44, pp.3020~ (2009)
- Jung, H. S, , Org. Lett, 13, pp.1498~ (2011)
- Yu, T, , Org. Elect, 10, pp.653~ (2009)
- Katritzky, A. R, , Synthesis, pp.83~ (2011)
- Katritzky, A. R, , Synthesis, pp.1494~ (2011)
- Zhu, J, "Multicomponent Reactions" (2005), Wiley-VCH
- Tietze, L. F, "Domino Reactions in Organic Synthesis" (2006), Wiley-VCH
- Orru, R. V. A, , Synthesis, pp.1471~ (2003)
- Bienayme, H, , Chem. Eur. J, 6, pp.3321~ (2000)
- Schreiber, S. L, , Science, 287, pp.1964~ (2000)
- Domling, A, , Angew. Chem. Int. Ed, 39, pp.3168~ (2000)
- Isambert, N, , Chem. Eur. J, 14, pp.8444~ (2008)
- Ruijter, E, , A. Angew. Chem. Int. Ed, 50, pp.6234~ (2011)
- Domling, A, , Chem. Rev, 106, pp.17~ (2006)
- Tietze, L. F, "In Domino Reactions in Organic Synthesis" (2006), Wiley-VCH
- Domling, A, , Chem. Rev, 112, pp.3083~ (2012)
- Che, C, , Org. Lett, 12, pp.4682~ (2010)
- Bararjanian, M, , J. Org. Chem, 75, pp.2806~ (2010)
- Bararjanian, M, , R. Tetrahedron, 67, pp.2644~ (2011)
- Bararjanian, M, , A. Helv. Chim. Acta, 93, pp.777~ (2010)
- Khoshkholgh, M. J, , Tetrahedron, 65, pp.4228~ (2009)
- Bararjanian, M, , Tetrahedron Lett, 52, pp.3329~ (2011)
- Khoshkholgh, M. J, , Tetrahedron, 64, pp.10924~ (2008)
- Ghabraie, E, , Tetrahedron, 67(5415) (2011)
- Bhalla, M, , Eur. J. Med. Chem, 29, pp.713~ (1994)
- Bosignore, L, , Eur. J. Med. Chem, 29, pp.479~ (1994)
- Bosignore, L, , Heterocycles, 50, pp.469~ (1999)
- Maggi, R, , Green. Chem, 3, pp.173~ (2001)
- Key, J. A, , Dyes & Pigments, 82, pp.196~ (2009)
- Zhao, Y. R, , J. Am. Chem. Soc, 126, pp.4653~ (2004)
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