Synthesis of Novel Chalcone Derivatives by Organic Catalysis
Abstract
Chalcone compounds have a wide range of biological activities. In this paper, nine kinds of novel chalcone compounds were synthesized by using transacrylone derivatives and anthrone as raw materials. The effects of different catalysts and solvents on the yield of the products were investigated. The optimal catalyst was DABCO. The optimum solvent was dichloromethane with the highest yield of 71.6%. On this basis, the effect of the co-catalyst on the yield was investigated. The yield was increased to 89.9%.References
ZJ Zhang. Therapeutic effects of herbal extracts and constituents in animalmodels of psychiatric disorders [j]. Life Sci, 2004, 75: 1659.
ML Go, X Wu, XL Liu. Chalcones: an update on cytotoxic and chemo protective properties [J]. CurrMed Chem, 2005, 12(4): 481-499.
Hongwei Zheng, Xinwen Niu, Jun Zhu, etc. Studies on the biological activity of chalcone compounds [J]. Chinese Journal of New Drugs, 2007,16(18): 1445-1449.
Ueda T, Abliz Z, Sato M, et al. Structural determination by MS, NMR, and UV spectra of bromo and nitro-derivatives of 1-azabenzanthrone [J]. JM olStruc, 1990, 224: 313-322.
Synthesis and Biological Activity of 6-(Alkylhydrazide)-1-Azabenzanthraquinone Derivatives [J]. Chinese Journal of Organic Chemistry, 2012,32 (6) 4): 1-14
MacMillan, DWC Nature 2008, 455(7211): 304-308.
Melchiorre, P., Marigo, M., Carlone, A., Bartoli, G. Angew. Chem. Int. Edit. 2008, 47(33): 6138-6171.
Bertelsen, S., Jorgensen, KA, Chem. Soc. Rev. 2009, 38(8): 2178-2189.
Lerner RA, Barbas, Ahrendt, KA, Borths, CJ; MacMillan, DWC, J. Am. Chem. Soc. 2000, 122(17): 4243-4244.
CF, J. Am. Chem. Soc. 2000, 122(10): 2395-2396.
Anastas, P.T., Chem. Rev. 2007, 107(6): 2167-2168.
Jellerichs, B.G., Kong, J.-R., Krische, M.J., J. Am. Chem. Soc. 2003, 125(26): 7758-7759.
Rios, R., Sundén, H., Vesely, J., Zhao, GL., Dziedzic, P., Córdova, A. Adv. Synt. Catal. 2007, 349 (7): 1028-1032.
Lu LQ, Cao YJ, Liu XP, An J, Yao CJ, Ming Z.
Lu LQ, Li, F., An, J, Am. Chem. Soc. 2008, 130(22): 6946-6948;
Zhang JJ, An XL, Hua QL, Xiao WJ, Angew. Chem. Int. Edit. 2009, 48(50): 9542
Lu LQ, Zhang JJ, Li F, Cheng Y, An J, Chen JR, Xiao WJ., Angew. Chem. Int. Edit. 2010, 49(26), 4495-4498;
Riches SL, Saha C, Filgueira NF, Grange E, McGarrigle EM, Aggarwal VK. J. Am. Chem. Soc. 2010, 132 (22): 7626-7630;
Hashimoto T, Omote M, Maruoka K, Angew. Chem. Int. Edit. 2011 (15): 3489-3492.
Erb J, Paull DH, Dudding T, Belding L, Lectka T. J. Am. Chem. Soc. 2011, 133(19): 7536-7546.
Kim HY, OH K, Org Lett. 2011, 13(6): 1306-1309.
Hrdina R, Müller CE, Wende RC, Lippert KM, Benassi M. (50), 7624-7627;
Iwata M, Yazaki R, Chen IH, Sureshkumar D, Kumagai N, Shibasaki M. J. Am. Chem. Soc. 2011, 133(14): 5554-5560;
B elot S, Vogt KA, Besnard C, Krause F, Zhou S, Fleischer S, Junge K, Beller M. Chem. Int. Edit. 2011, 50(22): 5120-5124.
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