An efficient synthesis of novel pyrano[2,3-d]- and furopyrano[2,3-d]pyrimidines via indium-catalyzed multi-component domino reaction

Scholarly Works

• Fajer, A. N.; Al-Bahrani, H. A.; Kadhum, A. A. H.; Kazemi, M. Synthesis of pyrano-pyrimidines: recent advances in catalysis by magnetically recoverable nanocatalysts. Molecular diversity 2023, 28, 3523–3555. doi:10.1007/s11030-023-10751-2
• Verma, A.; Kumar, S.; Khatri, V.; Pathak, G.; Arya, D. K. Multicomponent synthesis of spiroannulated hybrid molecules with preferred substructures using indium triflate as a sustainable catalyst. Research on Chemical Intermediates 2023, 50, 251–264. doi:10.1007/s11164-023-05177-2
• S. Laitonjam, W.; Moirangthem, N. Construction of Biologically Active Five- and Six-Membered Fused Ring Pyrimidine Derivatives from 1,3-Diarylthiobarbituric Acids (DTBA). Strategies for the Synthesis of Heterocycles and Their Applications; IntechOpen, 2023. doi:10.5772/intechopen.108842
• Hai, D. S.; Ha, N. T. T.; Tung, D. T.; Le, C. T.; Anh, H. H.; Toan, V. N.; Van, H. T. K.; Toan, D. N.; Giang, N. T. K.; Huong, N. T. T.; Thanh, N. D. N-propargylation reaction of substituted 4H-pyrano[2,3-d]pyrimidine derivatives under conventional, ultrasound- and microwave-assisted conditions. Chemical Papers 2022, 76, 5281–5292. doi:10.1007/s11696-022-02213-0
• Bhat, R.; Begum, N. S. Synthesis, characterization and molecular docking studies of new indol(1H-3-yl)pyrimidine derivatives: Insights into their role in DNA interaction. Nucleosides, nucleotides & nucleic acids 2021, 40, 619–634. doi:10.1080/15257770.2021.1922700
• Mahato, S. K.; Acharya, C.; Wellington, K. W.; Bhattacharjee, P.; Jaisankar, P. InCl3: A Versatile Catalyst for Synthesizing a Broad Spectrum of Heterocycles. ACS omega 2020, 5, 2503–2519. doi:10.1021/acsomega.9b03686
• Sheikhhosseini, E. Design and effective synthesis of novel furo[2,3-d]pyrimidine derivatives containing ethylene ether spacers. Journal of Saudi Chemical Society 2018, 22, 337–342. doi:10.1016/j.jscs.2016.05.005
• Dommaraju, Y.; Borthakur, S.; Prajapati, D. Rapid Access to Indoline Spiropyran Scaffolds by Domino‐Knoevenagel/oxa‐Diels‐Alder (DKODA) Reaction at Room Temperature. ChemistrySelect 2016, 1, 6768–6771. doi:10.1002/slct.201601707
• Bakthadoss, M.; Kannan, D.; Sivakumar, N.; Malathi, P.; Manikandan, V. Stereoselective construction of functionalized tetracyclic and pentacyclic coumarinopyranpyrazole/pyrimidinedione/coumarin scaffolds using a solid-state melt reaction. Organic & biomolecular chemistry 2015, 13, 5597–5601. doi:10.1039/c5ob00442j
• Sutariya, T. R.; Labana, B. M.; Parmar, B. D.; Parmar, N. J.; Kant, R.; Gupta, V. K. A domino synthetic approach for new, angular pyrazol- and isoxazol-heterocycles using [DBU][Ac] as an effective reaction medium. RSC Advances 2015, 5, 23519–23529. doi:10.1039/c5ra00493d
• Kiran, B. R.; Suchetan, P.; Amar, H.; Vijayakumar, G. Crystal structure of 5,5-bis-(4-methyl-benz-yl)pyrimidine-2,4,6(1H,3H,5H)-trione monohydrate. Acta crystallographica. Section E, Crystallographic communications 2015, 71, 19–21. doi:10.1107/s205698901402619x
• Bugaut, X.; Constantieux, T.; Coquerel, Y.; Rodriguez, J. Multicomponent Reactions in Organic Synthesis; Wiley, 2014; pp 109–158. doi:10.1002/9783527678174.ch05
• Reddy, B. V. S.; Umadevi, N.; Narasimhulu, G.; Yadav, J. S. Iron(III)-catalyzed Highly Efficient, One-pot Synthesis of Triazolo[1,2-a]indazoletriones and Spirotriazolo[1,2-a]indazoletetraones. Chemistry Letters 2013, 42, 927–929. doi:10.1246/cl.130164
• Parmar, N. J.; Pansuriya, B. R.; Labana, B. M.; Sutariya, T. R.; Kant, R.; Gupta, V. K. Access to Some Angular Aminochromeno[2,3‐c]pyrazole Precursors by a Domino Knoevenagel–hetero‐Diels–Alder Reaction. European Journal of Organic Chemistry 2012, 2012, 5953–5964. doi:10.1002/ejoc.201200751
• Barmaki, M.; Valiyeva, G.; Maharramovm, A. A.; Allaverdiyev, M. M. Synthesis of 2,3-Dihydro-6-methyl-2-thiopyrimidin-4(1H)-one (6-Methylthiouracil) Derivatives and Their Reactions. Journal of Chemistry 2012, 2013, 1–6. doi:10.1155/2013/176213
• Gohain, M.; Muller, T. J.; Bezuidenhoudt, B. C. B. 5-(3,4-Dimeth-oxy-benzyl-idene)-1,3-dimethyl-1,3-diazinane-2,4,6-trione. Acta crystallographica. Section E, Structure reports online 2011, 68, o179. doi:10.1107/s1600536811052986
• Facoetti, D.; Abbiati, G.; Dell'Acqua, M.; Rossi, E. InCl3-assisted one-pot synthesis of 1-aminocarbazoles. Tetrahedron 2011, 67, 6833–6837. doi:10.1016/j.tet.2011.06.091
• Moirangthem, N. A Facile Synthesis of 7-amino-1,3-diaryl-5- phenyl-2-thioxo-pyrano(2,3-d)pyrimidine- 4(5H)-ones. American Chemical Science Journal 2011, 1, 58–70. doi:10.9734/acsj/2011/345
• del Mar Sanchez Duque, M.; Allais, C.; Isambert, N.; Constantieux, T.; Rodriguez, J. β-Diketo Building Blocks for MCRs-Based Syntheses of Heterocycles. Topics in Heterocyclic Chemistry; Springer Berlin Heidelberg, 2010; Vol. 23, pp 227–277. doi:10.1007/7081_2010_26
• Gregg, B. T.; Golden, K. C.; Quinn, J. F. Indium(III)trifluoromethanesulfonate as a mild, efficient catalyst for the formation of acetals and ketals in the presence of acid sensitive functional groups. Tetrahedron 2008, 64, 3287–3295. doi:10.1016/j.tet.2008.01.118

Explore citations to this article at