Acta Scientific Medical Sciences (ASMS)(ISSN: 2582-0931)

Research Article Volume 6 Issue 9

Application of Microwave Synthesizer in the Synthesis of 4-Hydroxy Indole a Pharmaceutically Important Intermediate of Pindolol

Jasmin K Khatri1*, Suhas R Pednekar2 and Ramesh S Chaughule1

1Organic Chemistry Research Laboratory, Ramnarain Ruia Autonomous College, Mumbai, India
2Vice-chancellor, University of Mumbai, Kalina Campus, Mumbai, India

*Corresponding Author: Jasmin K Khatri, Organic Chemistry Research Laboratory, Ramnarain Ruia Autonomous College, Mumbai, India.

Received: August 05, 2022; Published: August 30, 2022


Indole heterocycles are found to show varied biological application including anti-cancer, antibacterial, anti-viral etc. properties. Synthesis of Pindolol is a simple two step process from the key intermediate 4-Hydroxy Indole which takes place in aqueous media under mild condition. However, synthesis of 4-Hydroxy Indole emerged out to be our area of interest. Microwave assisted dehydrogenative aromatization of an oxoindole to hydroxyindole in a two step reaction using copper (II) bromide and then Lithium bromide with lithium carbonate has been carried out with reasonable good yields within minutes of focused microwave irradiation, thereby, revealing the benefit of saving energy and time.

Keywords: Microwave Synthesizer; Dehydrogenative Aromatization; Hydroxy Indole; Copper (II) Bromide; Bromination; Active Substance Related Substances; Pharmacological


  1. AP Taylor., et al. “Modern advances in heterocyclic chemistry in drug discovery”. Organic and Biomolecular Chemistry 14 (2016): 6611-6637.
  2. R Tandon., et al. “Recent Advances and Developments of in vitro Evaluation of Heterocyclic Moieties on Cancer Cell Lines”. Chemical Record 19 (2019): 362.
  3. D Garella., et al. “Microwave-assisted synthesis of N-heterocycles in medicinal chemistry”. MedChemComm 4 (2013): 1323-1343.
  4. N Chadha and O Silakari: “Indoles as therapeutics of interest in medicinal chemistry: Bird's eye view”. European Journal of Medicinal Chemistry 134 (2016): 159-184.
  5. P Bamfield and PF Gordon. “Aromatic benzene compounds from acyclic precursors”. Chemical Society Reviews 13 (1984): 441.
  6. M Hayashi. “Oxidation using activated carbon and molecular oxygen system”. Chemical Record 8 (2008): 252.
  7. H Z Liu., et al. “Selective phenol hydrogenation to cyclohexanone over a dual supported Pd-Lewis acid catalyst”. Science 326 (2009): 1250.
  8. M T Musser. “Ullmann’s Encyclopedia”. Ind Chem 203 (2011): 1889.
  9. SA Girard., et al. “Catalytic dehydrogenative aromatization: an alternative route to functionalized arenes”. Organic Chemistry Frontiers 2 (2015): 279.
  10. A Skita and H Ritter. “Über die Sabatiersche Reduktion und ihre Umkehrung”. European Journal of Inorganic Chemistry 44 (1911): 668.
  11. P Sabatier. “Hydrogénations et déshydrogénations par catalyse”. European Journal of Inorganic Chemistry 44 (1911): 1984.
  12. HC Chitwood., et al. “Phenols by Dehydrogenation”. Industrial and Engineering Chemistry Research 44 (1952): 1696.
  1. D Walker and J D Hiebert. “2,3-Dichloro-5,6-dicyanobenzoquinone and Its Reactions”. Chemical Review 67 (1967): 153.
  2. Y B Zhou., et al. “Ratiometric Visualization of NO/H2S Cross-Talk in Living Cells and Tissues Using a Nitroxyl-Responsive Two-Photon Fluorescence Probe”. Annals of Chemistry 89 (2017): 4587.
  1. Xueli Liu., et al. “Catalytic dehydrogenative aromatization of cyclohexanones and cyclohexenones”. Organic and Biomolecular Chemistry 16 (2018): 8662.
  2. Claas Hundsdörfer., et al. “Indeno[1,2-b]indole derivatives as a novel class of potent human protein kinase CK2 inhibitors”. Bioorganic and Medicinal Chemistry7 (2012): 2282-2289.
  3. Michael J Zacuto and Dongwei Cai. “α-Hydroxylation of carbonyls using iodine”. Tetrahedron Letters3 (2005): 447-450.
  4. Eric D Edstrom., et al. “Regioselective oxidation of 2,3,5,6,7,8-hexahydro-8-oxo-1H-pyrrolo [1,2-α]indoles. Useful intermediates for the synthesis of mitosenes”. Tetrahedron Letters39 (1995): 7035-7038.
  5. “Method for synthesizing 4-hydroxyindole using 1,3-cyclohexanedione”. Chinese patent CN113321609.
  6. Soederberg Bjoern C., et al. “Synthesis of indoles by palladium-catalyzed reductive n-heteroannulation of 2-nitrostyrenes: methyl indole-4-carboxylate”. Organic Syntheses 80 (2003): 75-84.
  7. Julia Marc and Pascal Yves R. “Indoles”. New synthesis of the indole nucleus”. Chimica Therapeutica 5.4 (1970): 279-284.
  8. “Preparation of 4-hydroxyindoles”. Japanese patent JP04208262.
  9. Tanaka Hideo., et al. “A Facile Synthesis of 4-Hydroxy- and 4-Aminoindoles through Corresponding Indolines”. Bulletin of the Chemical Society of Japan11 (1989): 3742-3744.
  10. Somei Masanori., et al. “The Chemistry of Indoles. XVI. A Convenient Synthesis of Substituted Indoles carrying a Hydroxy Group, a Halogeno Group, or a Carbon Side Chain at the 4-Position via 4-Indolediazonium Salts and a Total Synthesis of (±)-6, 7-Secoagroclavine”. Chemical and Pharmaceutical Bulletin11 (1981): 3145-3157.


Citation: Jasmin K Khatri., et al. “The Neonates' Body Length and Body Weight in Two Different Periods of Time”.Acta Scientific Medical Sciences 6.9 (2022): 84-91.


Copyright: © 2022 Jasmin K Khatri., et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.


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