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Articles

Serendipitous synthesis of 4-thioxochromen-2-one derivatives through the one-pot three-component reaction of primary amines, carbon disulfide, and 4-chlorocoumarin-3-carbaldehyde

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Pages 635-643 | Received 06 Feb 2017, Accepted 29 May 2017, Published online: 15 Jun 2017

References

  • Lee K-H, Chai H-B, Tamez PA, et al. Biologically active alkylated coumarins from Kayea assamica. Phytochem. 2003;64:535–541. doi: 10.1016/S0031-9422(03)00243-7
  • Hamdi N, Lidrissi C, Saoud M, et al. Synthesis of some new biologically active coumarin derivatives. Chem Heterocycl Compd. 2006;42:320–325. doi: 10.1007/s10593-006-0088-0
  • Vukovic N, Sukdolak S, Solujic S, et al. Synthesis and antimicrobial evaluation of some novel 2-aminothiazole derivatives of 4-hydroxy-chromene-2-one. Arch Der Pharma. 2008;341:491–496. doi: 10.1002/ardp.200700215
  • Govori S, Spahiu S, Kalaj V, et al. Antimicrobial properties of newly synthesized derivatives of coumarin. Am J Biochem Biotech. 2010;6:275–278. doi: 10.3844/ajbbsp.2010.275.278
  • Małecka M, Budzisz E. A structural framework of biologically active coumarin derivatives: crystal structure and Hirshfeld surface analysis. Cryst Eng Comm. 2014;16:6654–6663. doi: 10.1039/c4ce00499j
  • Moffett RB. Central nervous system depressants. VII. 1 pyridyl coumarins. J Med Chem. 1964;7:446–449. doi: 10.1021/jm00334a010
  • Dubuffet T, Muller O, Simonet SS, et al. Synthesis of new 3,4-disubstituted pyrrolidines as thromboxane A2/prostaglandin H2 (TP) receptor antagonists. Bioorg Med Chem Lett. 1996;6:349–352. doi: 10.1016/0960-894X(96)00021-2
  • Chen CH, Tang CW. Efficient green organic light-emitting diodes with stericly hindered coumarin dopants. Applied Phys Lett. 2001;79:3711–3713. doi: 10.1063/1.1420583
  • Chen C-T, Chiang C-L, Lin Y-C, et al. Ortho-substituent effect on fluorescence and electroluminescence of arylamino-substituted coumarin and stilbene. Org Lett. 2003;5:1261–1264. doi: 10.1021/ol034268h
  • Yu T, Zhang P, Zhao Y, et al. Synthesis, characterization and high-efficiency blue electroluminescence based on coumarin derivatives of 7-diethylamino-coumarin-3-carboxamide. Org Electronics. 2009;10:653–660. doi: 10.1016/j.orgel.2009.02.026
  • Prachumrak N, Pojanasopa S, Tarsang R, et al. Synthesis and characterization of carbazole dendronized coumarin derivatives as solution-processed non-doped emitters and hole-transporters for electroluminescent devices. New J Chem. 2014;38:3282–3294. doi: 10.1039/c4nj00602j
  • Kotchapradist P, Prachumrak N, Sunonnam T, et al. N-coumarin derivatives as hole-transporting emitters for high efficiency solution-processed pure green electroluminescent devices. Dyes Pig. 2015;112:227–235. doi: 10.1016/j.dyepig.2014.06.032
  • Nasiri F, Zolali A, Asadbegi S. Solvent-free one-pot synthesis of 2,2′-dithioxo-[5,5′] bithiazolidinylidene-4,4′-diones. J Het Chem. 2016;53:989–992. doi: 10.1002/jhet.1729
  • Nasiri F, Zolali A, Ahmadiazar M. A convenient solvent-free and one-pot synthesis of 4-hydroxythiazolidine-2-thiones. J Sulfur Chem. 2014;35:412–417. doi: 10.1080/17415993.2014.907407
  • Nasiri F, Zolali A, Azimian Z. A novel one-pot solvent-free synthesis of 3-alkyl-2-thioxo-1,3-thiazolidine-4-ones. J Sulfur Chem. 2014;35:62–66. doi: 10.1080/17415993.2013.789518
  • Nasiri F, Zolali A, Ahmadiazar M. Solvent free one-pot synthesis of 2-thioxo-1,3-thiazinane-4-one derivatives. Phosphorus Sulfur Silicon Relat Elem. 2014;189:180–184. doi: 10.1080/10426507.2013.788002
  • Nasiri F, Zolali A, Kadkhoda J. Stereoselective solvent-free synthesis of 4-hydroxy-1,3-thiazinane-2-thiones. J Het Chem. 2016;53:937–940. doi: 10.1002/jhet.1846
  • Nivorozhkin AL, Toftlund H, Stein PC, et al. Influence of the chalcogenocarbonyl group on the structure of heterocyclic analogues of β-tricarbonyl compounds. Synthesis and structural features of Schiff bases derived from 3-formyl-4-thio (seleno) coumarin. J Chem Soc Perkin Trans 2. 1993;2423–2428. doi: 10.1039/P29930002423
  • Litvinov V, Vaisburg A, Mortikov VY. Vicinal heteroaromatic hydroxy, mercapto and hydroseleno aldimines: synthesis, structure, properties. Sulfur Reports. 1992;11:321–354. doi: 10.1080/01961779208046187
  • Azizi N, Aryanasab F, Torkiyan L, et al. One-pot synthesis of dithiocarbamates accelerated in water. J Org Chem. 2006;71:3634–3635. doi: 10.1021/jo060048g
  • Strakova I, Petrova M, Belyakov S, et al. Reactions of 4-chloro-3-formylcoumarin with arylhydrazines. Chem Heterocycl Com. 2003;39:1608–1616. doi: 10.1023/B:COHC.0000018338.41222.a2

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