72
Views
0
CrossRef citations to date
0
Altmetric
Articles

A green and efficient method for the synthesis of highly functionalized selenazole derivatives

, &
Pages 706-710 | Received 22 Oct 2020, Accepted 07 Jun 2021, Published online: 21 Jul 2021

References

  • Fekri, L. Z.; Nikpassand, M.; Shariati, S.; Aghazadeh, B.; Zarkeshvari, R.; Norouz Pour, N. Synthesis and Characterization of Amino Glucose-Functionalized Silica-Coated NiFe2O4 Nanoparticles: A Heterogeneous, New and Magnetically Separable Catalyst for the Solvent-Free Synthesis of 2, 4, 5–Trisubstituted Imidazoles, Benzo [d] Imidazoles, Benzo [d] Oxazoles and Azo-Linked Benzo [d] Oxazoles. J. Organomet. Chem. 2018, 871, 60–73.
  • Fekri, L. Z.; Nikpassand, M.; Pourmirzajani, S.; Aghazadeh, B. Synthesis and Characterization of Amino Glucose-Functionalized Silica-Coated NiFe2O4 Nanoparticles: A Heterogeneous, New and Magnetically Separable Catalyst for the Solvent-Free Synthesis of Pyrano[3,2-c]Chromen-5(4H)-Ones. RSC Adv. 2018, 8, 22313–22320. DOI: 10.1039/C8RA02572J.
  • Nikpassand, M.; Fekri, L. Z.; Sanagou, S. One-Pot Synthesis of 2-Hydrazonyl-4-Phenylthiazoles via [PDBMDIm] Br-Catalyzed Reaction under Solvent-Free Conditions. Heterocycl. Commun. 2016, 22, 243–246. DOI: 10.1515/hc-2016-0024.
  • Nikpassand, M.; Fekri, L. Z.; Jamshidi, N. Microwave‐Assisted Catalyst Free Three Component Synthesis of Mono and Bis Spiro Pyrazolopyridines in Solvent Free Reaction. J. Heterocyclic Chem. 2015, 52, 1580–1583. DOI: 10.1002/jhet.2124.
  • Nikpassand, M.; Fekri, L. Z. Aluminum Hydrogen Sulfate as a Green Catalyst for the Solvent-Free Synthesis of Pyrazolopyridines. Russ. J. Gen. Chem. 2015, 85, 1179–1183. DOI: 10.1134/S1070363215050308.
  • Fekri, L. Z.; Nikpassand, M. Benzyl Alcohol-Based Synthesis of Mono-and Bis-Dihydropyridines in the Presence of Al (HSO4)3, Sodium Nitrite, and Sodium Bromide under Solvent-Free Conditions. Russ. J. Gen. Chem. 2016, 86, 1412–1418. DOI: 10.1134/S1070363216060281.
  • Fekri, L. Z.; Zeinali, S. Copper/Schiff‐Base Complex Immobilized on Amine Functionalized Silica Mesoporous Magnetic Nanoparticles under Solvent‐Free Condition: A Facile and New Avenue for the Synthesis of Thiazolidin‐4‐Ones. Appl. Organometal. Chem. 2020, 34, e5629. DOI: 10.1002/aoc.5629.
  • Fekri, L. Z.; Darya-Laal, A. R. NiFe2O4@SiO2@Amino Glucose Magnetic Nanoparticle as a Green, Effective and Magnetically Separable Catalyst for the Synthesis of Xanthene-Ones under Solvent-Free Condition. Polycyclic Aromat. Compd. 2020, 40, 1539–1556. DOI: 10.1080/10406638.2018.1559207.
  • Koketsu, M.; Ishihara, H. Chapter 4.08: 1,3-Selenazoles. In Comprehensive Heterocyclic Chemistry III; Katritzky, A.R.; Ramsden, C.A.; Scriven, E.F.V.; Taylor, R.J.K., Eds.; Elsevier: Oxford, 2008, Vol. 4; pp 791–821.
  • Keil, D.; Hartmann, H. Preparation and Characterisation of 2-Amino-5-Selenazolyl-Substituted Squaraines. Dyes Pigm. 2000, 44, 149–153. DOI: 10.1016/S0143-7208(99)00080-7.
  • Erian, A. W.; Sherif, S. M.; Gaber, H. M. The Chemistry of α-Haloketones and Their Utility in Heterocyclic Synthesis. Molecules 2003, 8, 793–865. DOI: 10.3390/81100793.
  • Geisler, K.; Pfeiffer, W.-D.; Müller, C.; Nobst, E.; Bulka, E.; Langer, P. Synthesis and Functionalization of 4-Halomethyl-1,3-Selenazoles. Synthesis 2003, 2003, 1215–1220. DOI: 10.1055/s-2003-39406.
  • Potewar, T. M.; Ingale, S. A.; Srinivasan, K. V. An Efficient and Eco-Friendly Synthesis of 2-Amino-1,3-Selenazoles in an Ionic Liquid/Water System under Ambient Conditions. Arkivoc 2008, 2008, 117–125. DOI: 10.3998/ark.5550190.0009.c14.
  • Narender, M.; Majjigapu, S. R.; Vydyula, P. K.; Srinivas, B.; Shridhar, R.; Venkata, Y.; Nageswar, D.; Kakulapati, R. R. Aqueous-Phase One-Pot Synthesis of 2-Aminothiazole- or 2-Aminoselenazole-5-Carboxylates from β-Keto Esters, Thiourea or Selenourea, and N-Bromo-Succinimide under Supramolecular Catalysis. Synthesis 2007, 2007, 3469–3472. DOI: 10.1055/s-2007-990849.
  • Kanapickaitė, V.; Martynaitis, V.; Šačkus, A. Facile Synthesis of Novel Functionalized 1,3-Selenazoles. Arkivoc 2009, xi, 268–276.
  • Wirth, T. Organoselenium Chemistry: Synthesis and Reactions; Wiley-VCH, Weinheim. 2012.
  • Sydnes, M. O.; Isobe, M. Exclusive Formation of Azo-Compounds upon Hydrogenolysis of Nitrobenzeneseleninic Acid Derivatives over Pd/C. Monatsh. Chem. 2015, 146, 351–356. DOI: 10.1007/s00706-014-1373-8.
  • Razus, A. C.; Birzan, L.; Hanganu, A.; Cristea, M.; Ungureanu, E.-M.; Soare, M.-L.; Buica, G.-O. 1-Phenylselanylazulenes: Synthesis and Selenium Atom Oxidation. Monatsh. Chem. 2014, 145, 1999–2009. DOI: 10.1007/s00706-014-1297-3.
  • Rvovic, M. D.; Divac, V. M.; Jankovic, N. Z.; Bugarcic, Z. M. Cyclization of Some Terpenic Alcohols by Phenylselenoetherification Reaction. Monatsh. Chem. 2013, 144, 1227–1231. DOI: 10.1007/s00706-013-1006-7.
  • Filipovic, N.; Polovic, N.; Raskovic´, B.; Misirlic-Dencic, S.; Dulovic, M.; Savic, M.; Niksic, M.; Mitic, D.; Andelkovic, K.; Todorovic, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte für Chemie 2014, 145, 1089–1099.
  • Douglas, I. B. Acylselenoureas. J. Am. Chem. Soc. 1937, 59, 740–742.
  • Beyzaei, H.; Beygi, A.; Aryan, R. One-Pot Synthesis and Characterization of Highly Functionalized Thiazoles. Iran. J. Chem. Chem. Eng. 2016, 35, 31–37.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.