European Journal of Chemistry 2012, 3(3), 305-309 | doi: https://doi.org/10.5155/eurjchem.3.3.305-309.610 | Get rights and content






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Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst


Roubila Belghiche (1) , Zinelaabidine Cheraiet (2,*) , Malika Berredjem (3) , Mostefa Abbessi (4) , Nour-Eddine Aouf (5)

(1) Laboratory of Applied Organic Chemistry, Bioorganic Chemistry Group, Sciences Faculty, Chemistry Department, Badji Mokhtar Annaba University, 23000, Algeria
(2) Laboratory of Applied Organic Chemistry, Bioorganic Chemistry Group, Sciences Faculty, Chemistry Department, Badji Mokhtar Annaba University, 23000, Algeria
(3) Laboratory of Applied Organic Chemistry, Bioorganic Chemistry Group, Sciences Faculty, Chemistry Department, Badji Mokhtar Annaba University, 23000, Algeria
(4) Laboratory of Applied Organic Chemistry, Bioorganic Chemistry Group, Sciences Faculty, Chemistry Department, Badji Mokhtar Annaba University, 23000, Algeria
(5) Laboratory of Applied Organic Chemistry, Bioorganic Chemistry Group, Sciences Faculty, Chemistry Department, Badji Mokhtar Annaba University, 23000, Algeria
(*) Corresponding Author

Received: 07 Apr 2012 | Accepted: 19 May 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

Abstract


A series of sulfamides containing two protecting groups have been synthesized starting from N-benzoylaminoacids derivatives of (glycine, alanine, valine, leucine, phenylalanine), chlorosulfonylisocyanate and primary amines. Selective deprotection of the cyclic or linear sulfamides and amines has been achieved by treatment with heteropolyacid, which is easily recoverable and reusable. This method represents a reasonable alternative to the previous reported deprotection procedures.

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Keywords


Catalyst; Cyclosulfamides; Protective group; N-Boc deprotection; Dawson heteropolyacid; Heterogeneous catalysis

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DOI: 10.5155/eurjchem.3.3.305-309.610

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Funding information


Algerian Ministry of Scientific Research (Direction Générale de la Recherche Scientifique et du Développement Technologique, DGRS-DT)

Citations

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[2]. Aïcha Amira, Hacène K’tir, Malika Berredjem, Nour-Eddine Aouf
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[3]. Juan M. López-Soria, Sixto J. Pérez, J. Nicolás Hernández, Miguel A. Ramírez, Víctor S. Martín, Juan I. Padrón
A practical, catalytic and selective deprotection of a Boc group in N,N′-diprotected amines using iron(iii)-catalysis
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DOI: 10.1039/C4RA12143K
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[4]. Salah Lakrout, Hacène K'tir, Aïcha Amira, Malika Berredjem, Nour-Eddine Aouf
A simple and eco-sustainable method for the sulfonylation of amines under microwave-assisted solvent-free conditions
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DOI: 10.1039/C4RA01346H
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[5]. Abderrehmane Djemili, Salah Lakrout, Zinelaabidine Cheraiet, Malika Berredjem, Nour-Eddine Aouf
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[6]. Swapan Majumdar, Jhinuk De, Ankita Chakraborty, Dipanwita Roy, Dilip K. Maiti
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DOI: 10.1039/C4RA13419B
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[7]. Sara Boughaba, Zineb Aouf, Ouahiba Bechiri, Monique Mathe-Allainmat, Jacques Lebreton, Nour-Eddine Aouf
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How to cite


Belghiche, R.; Cheraiet, Z.; Berredjem, M.; Abbessi, M.; Aouf, N. Eur. J. Chem. 2012, 3(3), 305-309. doi:10.5155/eurjchem.3.3.305-309.610
Belghiche, R.; Cheraiet, Z.; Berredjem, M.; Abbessi, M.; Aouf, N. Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst. Eur. J. Chem. 2012, 3(3), 305-309. doi:10.5155/eurjchem.3.3.305-309.610
Belghiche, R., Cheraiet, Z., Berredjem, M., Abbessi, M., & Aouf, N. (2012). Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst. European Journal of Chemistry, 3(3), 305-309. doi:10.5155/eurjchem.3.3.305-309.610
Belghiche, Roubila, Zinelaabidine Cheraiet, Malika Berredjem, Mostefa Abbessi, & Nour-Eddine Aouf. "Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst." European Journal of Chemistry [Online], 3.3 (2012): 305-309. Web. 1 Dec. 2020
Belghiche, Roubila, Cheraiet, Zinelaabidine, Berredjem, Malika, Abbessi, Mostefa, AND Aouf, Nour-Eddine. "Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

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DOI Link: https://doi.org/10.5155/eurjchem.3.3.305-309.610

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