European Journal of Chemistry 2014, 5(4), 612-617 | doi: https://doi.org/10.5155/eurjchem.5.4.612-617.1108 | Get rights and content






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FeCl3-catalysed C-N coupling reaction between cyclic ethers and heterocyclic amines


Suresh Mani (1) , Mashood Ahamed Fazul Mohamed (2) , Abdul Khader Karakkakal (3) , Syed Ali Padusha Mohamed Khan (4,*)

(1) Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), Bharathidasan University, Tiruchirappalli, 620020, Tamil Nadu, India
(2) Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), Bharathidasan University, Tiruchirappalli, 620020, Tamil Nadu, India
(3) Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), Bharathidasan University, Tiruchirappalli, 620020, Tamil Nadu, India
(4) Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), Bharathidasan University, Tiruchirappalli, 620020, Tamil Nadu, India
(*) Corresponding Author

Received: 11 Jun 2014 | Accepted: 18 Jul 2014 | Published: 31 Dec 2014 | Issue Date: December 2014

Abstract


A series of 2-hydroxypyrrolidine/piperidine derivatives (4a-h)/(4i-m) were prepared by reacting 2,3-dihydrofuran (2a)/3,4-dihydro-2H-pyran (2b) with various heterocyclic amines (3a-h), using FeCl3.6H2O as catalyst. The synthesized compounds were characterized by various physic chemical techniques such as elemental analysis and spectral analysis viz, 1H NMR, 13C NMR and Mass.


Keywords


Catalysis; Androgenic alopecia; Anti-Cholinergic drug; FeCl3-catalysed C-N coupling; 2-Hydroxypiperidine analogs; 2-Hydroxypyrrolidine analogs

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DOI: 10.5155/eurjchem.5.4.612-617.1108

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Funding information


University Grants Commission, New Delhi, Major Research Project (Ref. No: 41-261/2012 (SR), Dated: 13-07-2012); Sophisticated Test and Instrumentation Centre (STIC), Cochin and Sophisticated Analytical Inst. Fac., Indian Institute of Technology, India

Citations

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[1]. Sujit K. Ghorai, Vijaya G. Gopalsamuthiram, Anup M. Jawalekar, Rupesh E. Patre, Sitaram Pal
Iron catalyzed C N bond formation
Tetrahedron  73(14), 1769, 2017
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[2]. Sergio L. Laurella, Mauricio F. Erben
Comment on “Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol” [Spectrochimica Acta Part A, 152 (2016) 252–261]. The importance of intramolecular OH⋯N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy  164, 40, 2016
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[3]. N. Ramesh Babu, H. Saleem, S. Subashchandrabose, M. Syed Ali Padusha, S. Bharanidharan
Structural and vibrational studies on 1-(5-methyl-[1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy  152, 252, 2016
DOI: 10.1016/j.saa.2015.06.112
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How to cite


Mani, S.; Mohamed, M.; Karakkakal, A.; Khan, S. Eur. J. Chem. 2014, 5(4), 612-617. doi:10.5155/eurjchem.5.4.612-617.1108
Mani, S.; Mohamed, M.; Karakkakal, A.; Khan, S. FeCl3-catalysed C-N coupling reaction between cyclic ethers and heterocyclic amines. Eur. J. Chem. 2014, 5(4), 612-617. doi:10.5155/eurjchem.5.4.612-617.1108
Mani, S., Mohamed, M., Karakkakal, A., & Khan, S. (2014). FeCl3-catalysed C-N coupling reaction between cyclic ethers and heterocyclic amines. European Journal of Chemistry, 5(4), 612-617. doi:10.5155/eurjchem.5.4.612-617.1108
Mani, Suresh, Mashood Ahamed Fazul Mohamed, Abdul Khader Karakkakal, & Syed Ali Padusha Mohamed Khan. "FeCl3-catalysed C-N coupling reaction between cyclic ethers and heterocyclic amines." European Journal of Chemistry [Online], 5.4 (2014): 612-617. Web. 28 Nov. 2020
Mani, Suresh, Mohamed, Mashood, Karakkakal, Abdul, AND Khan, Syed. "FeCl3-catalysed C-N coupling reaction between cyclic ethers and heterocyclic amines" European Journal of Chemistry [Online], Volume 5 Number 4 (31 December 2014)

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DOI Link: https://doi.org/10.5155/eurjchem.5.4.612-617.1108

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