Iodine mediated cascade oxidative functionalization, cyclisation and annulation reactions

Authors

  • Titas Biswas Department of Chemistry, Gurudas College, Kolkata-700054, West Bengal, India

DOI:

https://doi.org/10.52756/ijerr.2021.v25.006

Keywords:

Cascade process, coupling, cyclization

Abstract

Molecular iodine has a huge application in the field of electrophilic cyclisation reactions, oxidation, oxidative cyclisation, multi-component reactions, ring opening, cyclisation, rearrangement, oxidative cross coupling, oxidative annulation, C-H functionalization reactions, synthesis of heterocycles and its derivatives. In this mini review I discuss the utilization of iodine mediated cascade reactions for oxidative annulation, functionalization and cyclisation of various organic compounds. 

References

Chen, Z., Li, H., Dong, W., Miao, M and Ren, H. (2016). I2 Catalyzed Oxidative CouplingReactions of Hydrazones and Amines and the Application in the Synthesis of 1,3,5 Trisubstituted 1,2,4-Triazoles. Org. Lett. 18 (6): 1334-1337.

Chen, C. C., Yang, S. C. and Ming-Jung W. M. J. (2011). Iodine-Mediated Cascade Cyclization of Enediynes to Iodinated Benzo[a]carbazoles. J. Org. Chem. 76: 10269−10274.

Gawande, S. D., Kavala, V., Zanwar, M. R., Kuo, C. W., Huang, H. N., He, C. H., Kuo, T. S. and Yao, C. F. (2013). Molecular Iodine-Mediated Cascade Reaction of 2 Alkynyl benzaldehyde and Indole: An Easy Access to Tetracyclic Indoloazulene Derivatives. Adv. Synth. Catal. 355: 3022 – 3036.

Luo, W. K., Shi, X., Zhou, W. and Yang, L. (2016). Iodine-Catalyzed Oxidative Functionalization of Azaarenes with Benzylic C(sp3)−H Bonds via N-Alkylation/ Amidation Cascade: Two Step Synthesis of Isoindolo [2,1b] isoquinolin-7(5H) one. Org. Lett. 18: 2036-2039.

Svensson, P. H. and Kloo, L. (2003). Synthesis, structure, and bonding in polyiodide and metal iodide− iodine systems. Chem. Rev. 103 (5): 1649-1684.

Togo, H. and Iida, S. (2006). Synthetic use of molecular iodine for organic synthesis. Synlett. 2159-2175.

Vaino, A. R. and Szarek, W. A. (2000). Iodine in carbohydrate chemistry. Adv. Carbohydr. Chem. Biochem. 56: 9-63.

Zhang, X., Yang, C., Negrerie, D. Z. and Du, Y. (2015). Hypervalent-Iodine-Mediated Cascade Annulation of Diarylalkynes Forming Spiro Heterocycles under Metal-Free Conditions. Chem. Eur. J. 21 (13): 5193-5198.

Downloads

Published

2021-08-30

How to Cite

Biswas, T. (2021). Iodine mediated cascade oxidative functionalization, cyclisation and annulation reactions. International Journal of Experimental Research and Review, 25, 57–65. https://doi.org/10.52756/ijerr.2021.v25.006

Issue

Section

Articles