Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 51, 2021 - Issue 12
507
Views
19
CrossRef citations to date
0
Altmetric
Synthetic Communications Reviews

Molecular iodine: Catalysis in heterocyclic synthesis

, &
Pages 1763-1781 | Received 23 Feb 2021, Published online: 01 Apr 2021

References

  • Yu, H.; Zhu, X.; Qian, G.; Gong, X.; Nie, X. Evaluation of Phosphorus Slag (PS) Content and Particle Size on the Performance Modification Effect of Asphalt. Constr. Build. Mater. 2020, 256, 119334. DOI: 10.1016/j.conbuildmat.2020.119334.
  • Liao, Q.; Wei, W.; Zuo, H.; Li, X.; Yang, Z.; Xiao, S.; Wu, G. Compos. Interfaces. 2020, 1–13. DOI: 10.1080/09276440.2020.1798681.
  • Wei, Z.; Chen, W.; Wang, Z.; Li, N.; Zhang, P.; Zhang, M.; Zhao, L.; Qiang, Q. High-Temperature Persistent Luminescence and Visual Dual-Emitting Optical Temperature Sensing in Self‐Activated CaNb2O6: Tb 3+ Phosphor. J. Am. Ceram. Soc. 2021, 104, 1750–1759. DOI: 10.1111/jace.17579.
  • Zhong, P.-F.; Lin, H.-M.; Wang, L.-W.; Mo, Z.-Y.; Meng, X.-J.; Tang, H.-T.; Pan, Y.-M. Green Chem. 2020, 22, 6334–6339. DOI: 10.1039/D0GC02125C.
  • Liu, J.; Wang, C.; Sun, H.; Wang, H.; Rong, F.; He, L.; Lou, Y.; Zhang, S.; Zhang, Z.; Du, M. CoOx/CoNy Nanoparticles Encapsulated Carbon-Nitride Nanosheets as an Efficiently Trifunctional Electrocatalyst for Overall Water Splitting and Zn-Air Battery. Appl. Catal. B-Environ. 2020, 279, 119407. DOI: 10.1016/j.apcatb.2020.119407.
  • Wang, L.; Huang, Y.; Xie, Y.; Du, Y. A New Regularization Method for Dynamic Load Identification. Sci. Prog. 2020, 103, 003685042093128. DOI: 10.1177/39846840-398468397.
  • Liu, Y.; Zhang, Q.; Xu, M.; Yuan, H.; Chen, Y.; Zhang, J.; Luo, K.; Zhang, J.; You, B. Novel and Efficient Synthesis of Ag-ZnO Nanoparticles for the Sunlight-Induced Photocatalytic Degradation. Appl. Surf. Sci. 2019, 476, 632–640. DOI: 10.1016/j.apsusc.2019.01.137.
  • Khan, A. T.; Ghosh, A.; Khan, M. One-Pot Four-Component Domino Reaction for the Synthesis of Substituted Dihydro-2-Oxypyrrole Catalyzed by Molecular Iodine. Tetrahedron Lett. 2012, 53, 2622–2626. DOI: 10.1016/j.tetlet.2012.03.046.
  • Chen, D.-S.; Li, Y.-L.; Liu, Y.; Wang, X.-S. Synthesis of Bis-Benzoquinoline Derivatives Catalyzed by Iodine via Ring-Opening of Furan. Tetrahedron 2013, 69, 7045–7050. DOI: 10.1016/j.tet.2013.06.042.
  • Gaikwad, S.; Kamble, D.; Lokhande, P. Iodine-Catalyzed Chemoselective Dehydrogenation and Aromatization of Tetrahydro-β-Carbolines: A Short Synthesis of Kumujian-C, Eudistomin-U, Norharmane, Harmane Harmalan and Isoeudistomine-M. Tetrahedron. Lett. 2018, 59, 2387–2392. DOI: 10.1016/j.tetlet.2018.04.043.
  • Ge, X.; Sun, F.; Liu, X.; Chen, X.; Qian, C.; Zhou, S. Combined Experimental/Theoretical Study on d -Glucosamine Promoted Regioselective Sulfenylation of Indoles Catalyzed by Copper. New J. Chem. 2017, 41, 13175–13180. DOI: 10.1039/C7NJ02784B.
  • Gupta, A.; Deshmukh, M. S.; Jain, N. Iodine-Catalyzed C-N Bond Formation: Synthesis of 3-Aminoquinoxalinones under Ambient Conditions. J. Org. Chem. 2017, 82, 4784–4792. DOI: 10.1021/acs.joc.7b00464.
  • Hiebel, M.-A.; Berteina-Raboin, S. Iodine-Catalyzed Regioselective Sulfenylation of Imidazoheterocycles in PEG 400. Green Chem. 2015, 17, 937–944. DOI: 10.1039/C4GC01462F.
  • Hu, P.; Cao, L.; Su, J.; Li, Q.; Li, Y. Distribution Characteristics of Salt-out Particles in Steam Turbine Stage. Energy. 2020, 192, 116626. DOI: 10.1016/j.energy.2019.116626.
  • Yang, Y.; Liu, J.; Yao, J.; Kou, J.; Li, Z.; Wu, T.; Zhang, K.; Zhang, L.; Sun, H. Adsorption Behaviors of Shale Oil in Kerogen Slit by Molecular Simulation. Chem. Eng. J. 2020, 387, 124054. DOI: 10.1016/j.cej.2020.124054.
  • Han, X.; Zhang, D.; Yan, J.; Zhao, S.; Liu, J. Process Development of Flue Gas Desulphurization Wastewater Treatment in Coal-Fired Power Plants towards Zero Liquid Discharge: Energetic, Economic and Environmental Analyses. J. Cleaner Prod. 2020, 261, 121144. DOI: 10.1016/j.jclepro.2020.121144.
  • Wang, X.; Wang, J.; Sun, X.; Wei, S.; Cui, L.; Yang, W.; Liu, J. Hierarchical Coral-like NiMoS Nanohybrids as Highly Efficient Bifunctional Electrocatalysts for Overall Urea Electrolysis. Nano Res. 2018, 11, 988–996. DOI: 10.1007/s12274-017-1711-3.
  • Liu, G.; Ren, G.; Zhao, L.; Cheng, L.; Wang, C.; Sun, B. Antibacterial Activity and Mechanism of Bifidocin a against Listeria Monocytogenes. Food Control. 2017, 73, 854–861. DOI: 10.1016/j.foodcont.2016.09.036.
  • Li, X.; Zhang, R.; Zhang, X.; Zhu, P.; Yao, T. Silver-Catalyzed Decarboxylative Allylation of Difluoroarylacetic Acids with Allyl Sulfones in Water. Chem Asian J. 2020, 15, 1175–1179. DOI: 10.1002/asia.202000059.
  • Liu, Y.; Hu, B.; Wu, S.; Wang, M.; Zhang, Z.; Cui, B.; He, L.; Du, M. Appl. Catal. B-Environ. 2019, 258, 117970. DOI: 10.1016/j.apcatb.2019.117970.
  • Liu, H.; Liu, X.; Zhao, F.; Liu, Y.; Liu, L.; Wang, L.; Geng, C.; Huang, P. Preparation of a Hydrophilic and Antibacterial Dual Function Ultrafiltration Membrane with Quaternized Graphene Oxide as a Modifier. J. Colloid Interface Sci. 2020, 562, 182–192. DOI: 10.1016/j.jcis.2019.12.017.
  • Ju, Y.; Shen, T.; Wang, D. Bonding Behavior between Reactive Powder Concrete and Normal Strength Concrete. Constr. Build. Mater. 2020, 242, 118024. DOI: 10.1016/j.conbuildmat.2020.118024.
  • Chacko, P.; Shivashankar, K. I 2 -Catalyzed One-Pot Synthesis of Benzofuro/Thieno[2,3- b ]Pyrrole Motifs. Tetrahedron. 2018, 74, 1520–1526. DOI: 10.1016/j.tet.2018.02.013.
  • Balachandra, B.; Shanmugam, B.; Biguvu, B.; Thillaichidambaram, M.; Muthiah, R. RSC Adv. 2015, 5, 64781–64789. DOI: 10.1039/C5RA11094G.
  • Jia, L.; Liu, B.; Zhao, Y.; Chen, W.; Mou, D.; Fu, J.; Wang, Y.; Xin, W.; Zhao, L. Structure Design of MoS2@Mo2C on Nitrogen-Doped Carbon for Enhanced Alkaline Hydrogen Evolution Reaction. J. Mater. Sci. 2020, 55, 16197–16210. DOI: 10.1007/s10853-020-05107-2.
  • Yu, H.; Yang, M.; Qian, G.; Cai, J.; Zhou, H.; Fu, X. Gradation Segregation Characteristic and Its Impact on Performance of Asphalt Mixture. J. Mater. Civ. Eng. 2021, 33, 04020478. DOI: 10.1061/(ASCE)MT.1943-5533.0003535.
  • Zhang, H.; Wei, Q.; Zhu, G.; Qu, J.; Wang, B. Tetrahedron Lett. 2016, 57, 2567–2664. DOI: 10.1016/j.tetlet.2016.05.020.
  • Shi, M.; Wang, B.; Shen, Y.; Jiang, J.; Zhu, W.; Su, Y.; Narayanasamy, M.; Angaiah, S.; Yan, C.; Peng, Q. 3D Assembly of MXene-Stabilized Spinel ZnMn2O4 for Highly Durable Aqueous Zinc-Ion Batteries. Chem. Eng. J. 2020, 399, 125627. DOI: 10.1016/j.cej.2020.125627.
  • Wang, B.; Song, Z.; Sun, L. A Review: Comparison of Multi-Air-Pollutant Removal by Advanced Oxidation Processes – Industrial Implementation for Catalytic Oxidation Processes. Chem. Eng. J. 2021, 409, 128136. DOI: 10.1016/j.cej.2020.128136.
  • Liu, Y.; Yuan, X.; Guo, X.; Zhang, X.; Chen, B. Tetrahedron 2018, 74, 6003–6078. DOI: 10.1016/j.tet.2018.08.047.
  • Zhu, Y.-P.; Yuan, J.-J.; Zhao, Q.; Lian, M.; Gao, Q.-H.; Liu, M.-C.; Yang, Y.; Wu, A.-X. I2/CuO-Catalyzed Tandem Cyclization Strategy for One-Pot Synthesis of Substituted 2-Aminothiozole from Easily Available Aromatic Ketones/α,β-Unsaturated Ketones and Thiourea. Tetrahedron 2012, 68, 173–178. DOI: 10.1016/j.tet.2011.10.074.
  • Wang, J.; Lu, S.; Wang, Y.; Li, C.; Wang, K. Effect Analysis on Thermal Behavior Enhancement of Lithium–Ion Battery Pack with Different Cooling Structures. J. Storage. Mater. 2020, 32, 101800. DOI: 10.1016/j.est.2020.101800.
  • Wang, P.; Zhang, X.; Duan, W.; Teng, W.; Liu, Y.; Xie, Q. Chin. J. Chem. 2020, 38. DOI: 10.1002/cjoc.202000543.
  • Chinnaraja, D.; Rajalakshm, R. Atom and Step Economic Multicomponent Synthesis of Highly Functionalized Novel N-Alkyl Piperidines: structural Elucidation through Spectral Studies and Single Crystallographic Analysis. RSC Adv. 2014, 4, 41314–41322. DOI: 10.1039/C4RA06505K.
  • Khan, A. T.; Khan, M. M.; Bannuru, K. K. R. Iodine Catalyzed One-Pot Five-Component Reactions for Direct Synthesis of Densely Functionalized Piperidines. Tetrahedron 2010, 66, 7762–7772. DOI: 10.1016/j.tet.2010.07.075.
  • Khan, A. T.; Das, D. K.; Islam, K.; Das, P. A Simple and Expedient Synthesis of Functionalized Pyrido[2,3-c] Coumarin Derivatives Using Molecular Iodine Catalyzed Three-Component Reaction. Tetrahedron Lett. 2012, 53, 6418–6422. DOI: 10.1016/j.tetlet.2012.09.051.
  • Zhang, F.; Zhou, Y.; Zhang, Y.; Li, D.; Huang, Z. Facile Synthesis of Sulfur@Titanium Carbide Mxene as High Performance Cathode for Lithium-Sulfur Batteries. Nanophotonics 2020, 9, 2025–2032. DOI: 10.1515/nanoph-2019-0568.
  • Yang, Y.; Yao, J.; Wang, C.; Gao, Y.; Zhang, Q.; An, S.; Song, W. New Pore Space Characterization Method of Shale Matrix Formation by considering Organic and Inorganic Pores. J. Nat. Gas Sci. Eng. 2015, 27, 496–503. DOI: 10.1016/j.jngse.2015.08.017.
  • Grote, J. D.; Tyndall, S.; Wong, K. F.; Alstine-Parris, M. V. Tetrahedron Lett. 2014, 55, 6605–6746. DOI: 10.1016/j.tetlet.2014.10.025.
  • Xu, P.; Lu, W.; Zhang, J.; Zhang, L. Efficient Hydrolysis of Ammonia Borane for Hydrogen Evolution Catalyzed by Plasmonic Ag@Pd Core–Shell Nanocubes. ACS Sustainable Chem. Eng. 2020, 8, 12366–12377. DOI: 10.1021/acssuschemeng.0c02276.
  • Wang, P.; Yao, T.; Li, Z.; Wei, W.; Xie, Q.; Duan, W.; Han, H. A Superhydrophobic/Electrothermal Synergistically anti-Icing Strategy Based on Graphene Composite. Compos. Sci. Technol. 2020, 198, 108307. DOI: 10.1016/j.compscitech.2020.108307.
  • Praveen Kumar, K.; Satyanarayana, S.; Lakshmi Reddy, P.; Narasimhulu, G.; Ravirala, N.; Subba Reddy, B. V. Iodine-Catalyzed Three-Component One-Pot Synthesis of Naphthopyranopyrimidines under Solvent-Free Conditions. Tetrahedron Lett. 2012, 53, 1738–1741. DOI: 10.1016/j.tetlet.2012.01.096.
  • Wang, Q.; Liu, B.; Wang, Z. Investigation of Heat Transfer Mechanisms among Particles in Horizontal Rotary Retorts. Powder Technol. 2020, 367, 82–96. DOI: 10.1016/j.powtec.2020.03.042.
  • Cui, D.; Li, J.; Zhang, X.; Zhang, L.; Chang, H.; Wang, Q. Pyrolysis Temperature Effect on Compositions of Basic Nitrogen Species in Huadian Shale Oil Using Positive-Ion ESI FT-ICR MS and GC-NCD. J. Anal. Appl. Pyrolysis. 2021, 153, 104980. DOI: 10.1016/j.jaap.2020.104980.
  • Li, X.; Mao, Z.; Wang, Y.; Chen, W.; Lin, X. Molecular Iodine-Catalyzed and Air-Mediated Tandem Synthesis of Quinolines via Three-Component Reaction of Amines, Aldehydes, and Alkynes. Tetrahedron 2011, 67, 3858–3862. DOI: 10.1016/j.tet.2011.03.087.
  • Liu, Y.; Xu, T.; Liu, Y.; Gao, Y.; Di, C. Wear and Heat Shock Resistance of Ni-WC Coating on Mould Copper Plate Fabricated by Laser. J. Mater. Res. Technol. 2020, 9, 8283–8288. DOI: 10.1016/j.jmrt.2020.05.083.
  • Wang, P.; Li, Z.; Xie, Q.; Duan, W.; Zhang, X.; Han, H. A Passive anti-Icing Strategy Based on a Superhydrophobic Mesh with Extremely Low Ice Adhesion Strength. J. Bionic Eng. 2021, 18, 55–64. DOI: 10.1007/s42235-021-0012-4.
  • Jin, R.-Z.; Zhang, W.-T.; Zhou, Y.-J.; Wang, X.-S. Tetrahedron Lett. 2016, 57, 2465–2566. DOI: 10.1016/j.tetlet.2016.04.101.
  • Panja, S. K.; Dwivedi, N.; Saha, S. I2-Catalyzed Three-Component Protocol for the Synthesis of Quinazolines. Tetrahedron Lett. 2012, 53, 6167–6172. DOI: 10.1016/j.tetlet.2012.08.016.
  • Liu, J.-Q.; Feng, B.-B.; Wang, X.-S. Iodine-Catalyzed Synthesis of 5-Benzoyl-8H-Phthalazino[1,2-b]Quinazolin-8-One Derivatives via a Domino Reaction Involving a Benzyl Automatic Oxidation by Oxygen. Tetrahedron 2018, 74, 4746–e4753. DOI: 10.1016/j.tet.2018.07.042.
  • Zi, J.; Gu, D.-W.; Zhang, Y.; Hu, Z.-Y.; Zhang, X.-Q.; Guo, X.-X. Synthesis of Quinoxalines through Iodine-Catalyzed One-Pot Annulation of Alkynes with o-Phenylenediamines. Synth.Commun. 2018, 48, 915–920. DOI: 10.1080/00397911.2018.1428752.
  • Lu, H.; Zhu, Y.; Yuan, Y.; He, L.; Zheng, B.; Zheng, X.; Du, H. Journal of Materials Science: Materials in Electronics 2021, 32, 5907. DOI: 10.1007/s10854-021-05310-0.
  • Lei, Z.; Hao, S.; Yang, J.; Lei, Z.; Dan, X. Study on Solid Waste Pyrolysis Coke Catalyst for Catalytic Cracking of Coal Tar. Int. J. Hydrogen Energy 2020, 45, 19280–19290. DOI: 10.1016/j.ijhydene.2020.05.075.
  • Kavala, V.; Lin, C.; Kuo, C.-W.; Fang, H.; Yao, C.-F. Iodine Catalyzed One-Pot Synthesis of Flavanone and Tetrahydropyrimidine Derivatives via Mannich Type Reaction. Tetrahedron 2012, 68, 1321–1329. DOI: 10.1016/j.tet.2011.11.022.
  • Moghaddam, F. M.; Khodabakhshi, M. R.; Aminaee, M. Tetrahedron Lett. 2014, 55, 4671–4840. DOI: 10.1016/j.tetlet.2014.07.006.
  • Lei, Z.; Hao, S.; Yang, J.; Zhang, L.; Fang, B.; Wei, K.; Lingbo, Q.; Jin, S.; Wei, C. Study on Denitration and Sulfur Removal Performance of Mn–Ce Supported Fly Ash Catalyst. Chemosphere 2021, 270, 128646. DOI: 10.1016/j.chemosphere.2020.128646.
  • Jia, L.; Jin, Y.; Ren, J.; Zhao, L.; Yan, D.; Li, Z. Highly Thermally Conductive Liquid Metal-Based Composites with Superior Thermostability for Thermal Management. J. Mater. Chem. C. 2021, 9, 2904–2911. DOI: 10.1039/D0TC05493C.
  • Guo, X.; Wang, L.; Hu, J.; Zhang, M. CuI Nanoparticle-Catalyzed Synthesis of Tetracyclic Benzo[ e ]Benzo[4,5]Imidazo[1,2- c ][1,3]Thiazin-6-Imine Heterocycles by S N Ar-Type C–S, C–N Bond Formation from Isothiocyanatobenzenes and Benzimidazoles. RSC Adv. 2018, 8, 22259–22267. DOI: 10.1039/C8RA02552E.

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.