Synthesis of Tetrahydrotriazoloacridine Derivatives Using an Efficient and Reusable Poly-Organocatalyst

References

• Hideshi Hattori, “Heterogeneous basic catalysis,” Chem. Rev. 95 (1995): 537–50. doi:10.1021/cr00035a005.
   Web of Science ®Google Scholar
• Roger A. Sheldon, Isabel W. C. E. Arends, and Ulf Hanefeld, Green chemistry and catalysis. (Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007).
   Google Scholar
• Adrien Albert, The acridines: Their preparation, physical, chemical and biological properties and uses, 2nd ed. (London: Edward Arnold, 1966).
   Google Scholar
• Bruce N. Ames, Pauline Sims, and Philip L. Grover, “Epoxides of carcinogenic polycyclic hydrocarbons are frameshift mutagens,” Science 176 (1972): 47–9. doi:10.1126/science.176.4030.47.
   PubMed Web of Science ®Google Scholar
• Philippe Belmont, Johann Bosson, Thomas Godet, and Martin Tiano, “Acridine and acridone derivatives, anticancer properties and synthetic methods: Where are we now?” Anti-cancer Agents Med. Chem. 7 (2007): 139–69. doi:10.2174/187152007780058669.
   PubMed Web of Science ®Google Scholar
• Grzegorz Cholewiñski, Krystyna Dzierzbicka, and Aleksander M. Kolodziejczyk, “Natural and synthetic acridines/acridones as antitumor agents: Their biological activities and methods of synthesis,” Pharmacol. Rep. 63 (2011): 305–36. doi:10.1016/S1734-1140(11)70499-6.
   PubMed Web of Science ®Google Scholar
• Nader G. Khaligh, “Poly(4-vinylpyridinium)hydrogen sulfate: a novel and efficient catalyst for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes under conventional heating and ultrasound irradiation,” Ultrason. Sonochem. 19 (2012): 736–9. doi:10.1016/j.ultsonch.2011.12.004.
   PubMed Web of Science ®Google Scholar
• Nader G. Khaligh, “Poly(4-vinylpyridinium) hydrogensulfate catalyzed synthesis of 12-aryl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-triones,” Tetrahedron Lett. 53 (2012): 1637–40. doi:10.1016/j.tetlet.2012.01.092.
   Google Scholar
• Nader G. Khaligh, “Ultrasound-assisted one-pot synthesis of substituted coumarins catalyzed by poly(4-vinylpyridinium) hydrogen sulfate as an efficient and reusable solid acid catalyst,” Ultrason. Sonochem. 20 (2013): 1062–8. doi:10.1016/j.ultsonch.2013.01.001.
   PubMed Web of Science ®Google Scholar
• Nader G. Khaligh and Farhad Shirini, “N-Sulfonic acid poly(4-vinylpyridinium) hydrogen sulfate as an efficient and reusable solid acid catalyst for one-pot synthesis of xanthene derivatives in dry media under ultrasound irradiation,” Ultrason. Sonochem. 22 (2015): 397–403. doi:10.1016/j.ultsonch.2014.06.020.
   PubMed Web of Science ®Google Scholar
• Nader G. Khaligh, “Poly(N-vinylimidazole) as a halogen-free and efficient catalyst for N-Boc protection of amines under solvent-free conditions,” RSC Adv. 2 (2012): 12364–70. doi:10.1039/c2ra20905e.
   Web of Science ®Google Scholar
• Nader G. Khaligh, “Poly(N-vinylimidazole) as an efficient catalyst for acetylation of alcohols, phenols, thiols and amines under solvent-free conditions,” RSC Adv. 3 (2013): 99–110. doi:10.1039/C2RA21295A.
   Web of Science ®Google Scholar
• Nader G. Khaligh and Taraneh Mihankhah, “Aldol condensations of a variety of different aldehydes and ketones under ultrasonic irradiation using poly(N-vinylimidazole) as a new heterogeneous base catalyst under solvent-free conditions in a liquid-solid system,” Chin. J. Catal. 34 (2013) 2167–73. doi:10.1016/S1872-2067(12)60658-5.
   Web of Science ®Google Scholar
• Rong-Zhang Jin, Yan Zhang, Yu-ling Li, and Xiang-Shan Wang, “An efficient synthesis of fused polycyclic triazolo[4,5-a]acridine derivatives under catalyst-free conditions with high regioselectivity,” Polycycl. Arom. Comp. 36 (2016): 671–82. doi:10.1080/10406638.2015.1042553.
   Web of Science ®Google Scholar
• Tsai-Wen Chung, Bharat D. Narhe, Chun-Cheng Lin, and Chung-Ming Sun, “Multicomponent synthesis of functionalized tetrahydroacridinones: Insights into a mechanistic route,” Org. Lett. 17 (2015): 5368–71. doi:10.1021/acs.orglett.5b02705.
   PubMed Web of Science ®Google Scholar
• Li-Hsun Chen, Tsai-Wen Chung, Bharat D. Narhe, and Chung-Ming Sun. “A novel mechanistic study on ultrasound-assisted, one-pot synthesis of functionalized benzimidazo[2,1-b]quinazolin-1(1H)-ones,” ACS Comb. Sci. 18 (2016): 162–9. doi:10.1021/acscombsci.5b00186.
   PubMed Web of Science ®Google Scholar
• Robert R. Knowles and Eric N. Jacobsen, “Attractive noncovalent interactions in asymmetric catalysis: Links between enzymes and small molecule catalysts,” Proc. Natl. Acad. Sci. 107 (2010): 20678–85. doi:10.1073/pnas.1006402107.
   PubMed Web of Science ®Google Scholar