Ammonium chloride-catalyzed four-component sonochemical synthesis of novel hexahydroquinolines bearing a sulfonamide moiety
作者： E. M. Hussein
DOI: 10.1134/S1070428015010091
关键词:
摘要: Ammonium chloride as a very inexpensive and readily available reagent efficiently catalyzes one-pot four-component condensation of dimedone with aromatic aldehyde, malononitrile or ethyl cyanoacetate, sulfonamide derivatives in ethanol at 70°C under ultrasonic irradiation to afford the corresponding 2-amino-4-aryl-1,4,5,6,7,8-hexahydroquinolines bearing moiety high yields. In comparison conventional methods, yields, easy work-up, short reaction time are advantages this sonochemical procedure. The effects catalyst, solvent, temperature assessed.
springer.com
sci-hub.se 参考文章(49)
John P. Lorimer, Timothy J. Mason, Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing ,(2002)
Chih-Hua Tseng, Yeh-Long Chen, Pei-Jung Lu, Chia-Ning Yang, Cherng-Chyi Tzeng, Synthesis and antiproliferative evaluation of certain indeno[1,2-c]quinoline derivatives. Bioorganic & Medicinal Chemistry. ,vol. 16, pp. 3153- 3162 ,(2006) , 10.1016/J.BMC.2007.12.028
Mansour S. Al-Said, Mostafa M. Ghorab, Mohammed S. Al-Dosari, Mostafa M. Hamed, Synthesis and in vitro anticancer evaluation of some novel hexahydroquinoline derivatives having a benzenesulfonamide moiety European Journal of Medicinal Chemistry. ,vol. 46, pp. 201- 207 ,(2011) , 10.1016/J.EJMECH.2010.11.002
Essam M. Hussein, Ultrasound-promoted efficient domino reaction for the one-pot synthesis of spiro-5-cyanopyrimidines: a rapid procedure Monatshefte Fur Chemie. ,vol. 144, pp. 1691- 1697 ,(2013) , 10.1007/S00706-013-1047-Y
Sh. A. Abdel-Mohsen, E. M. Hussein, A green synthetic approach to the synthesis of Schiff bases from 4-amino-2-thioxo-1,3-diazaspiro[5.5]undec-4-ene-5-carbonitrile as potential anti-inflammatory agents Russian Journal of Bioorganic Chemistry. ,vol. 40, pp. 343- 349 ,(2014) , 10.1134/S1068162014030029
J. Drews, Drug Discovery: A Historical Perspective Science. ,vol. 287, pp. 1960- 1964 ,(2000) , 10.1126/SCIENCE.287.5460.1960
Petr Šimůnek, Vladimír Macháček, The structure and tautomerism of azo coupled β-Enaminones Dyes and Pigments. ,vol. 86, pp. 197- 205 ,(2010) , 10.1016/J.DYEPIG.2010.01.004
Mary M. Mader, Chuan Shih, Eileen Considine, Alfonso De Dios, Cora Sue Grossman, Philip A. Hipskind, Ho-Shen Lin, Karen L. Lobb, Beatriz Lopez, José E. Lopez, Luisa M. Martin Cabrejas, Michael E. Richett, Wesley T. White, Yiu-Yin Cheung, Zhongping Huang, John E. Reilly, Sean R. Dinn, Acyl sulfonamide anti-proliferatives. Part 2: Activity of heterocyclic sulfonamide derivatives Bioorganic & Medicinal Chemistry Letters. ,vol. 15, pp. 617- 620 ,(2005) , 10.1016/J.BMCL.2004.11.041
Saleh I. Alqasoumi, Areej M. Al-Taweel, Ahmed M. Alafeefy, Eman Noaman, Mostafa M. Ghorab, Novel quinolines and pyrimido[4,5-b]quinolines bearing biologically active sulfonamide moiety as a new class of antitumor agents European Journal of Medicinal Chemistry. ,vol. 45, pp. 738- 744 ,(2010) , 10.1016/J.EJMECH.2009.11.021
Alya M. Al-Etaibi, Nouria A. Al-Awadi, Morsy A. El-Apasery, Maher R. Ibrahim, Synthesis of Some Novel Pyrazolo[1,5-a]pyrimidine Derivatives and Their Application as Disperse Dyes Molecules. ,vol. 16, pp. 5182- 5193 ,(2011) , 10.3390/MOLECULES16065182