N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions

A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No...

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Detalles Bibliográficos
Autores principales: Cheraiet, Zinelaabine, Ouarna, Souad, Hessainia, Sihem, Berredjem, Malika, Aouf, Nour-Eddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Scholarly Research Network 2012
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767329/
https://www.ncbi.nlm.nih.gov/pubmed/24052842
http://dx.doi.org/10.5402/2012/404235
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author Cheraiet, Zinelaabine
Ouarna, Souad
Hessainia, Sihem
Berredjem, Malika
Aouf, Nour-Eddine
author_facet Cheraiet, Zinelaabine
Ouarna, Souad
Hessainia, Sihem
Berredjem, Malika
Aouf, Nour-Eddine
author_sort Cheraiet, Zinelaabine
collection PubMed
description A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No competitive side reactions such as isocyanate urea and O-Boc were observed. This method represents a reasonable alternative to the previous reported protection procedures.
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spelling pubmed-37673292013-09-19 N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions Cheraiet, Zinelaabine Ouarna, Souad Hessainia, Sihem Berredjem, Malika Aouf, Nour-Eddine ISRN Org Chem Research Article A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No competitive side reactions such as isocyanate urea and O-Boc were observed. This method represents a reasonable alternative to the previous reported protection procedures. International Scholarly Research Network 2012-05-09 /pmc/articles/PMC3767329/ /pubmed/24052842 http://dx.doi.org/10.5402/2012/404235 Text en Copyright © 2012 Zinelaabine Cheraiet et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Cheraiet, Zinelaabine
Ouarna, Souad
Hessainia, Sihem
Berredjem, Malika
Aouf, Nour-Eddine
N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title_full N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title_fullStr N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title_full_unstemmed N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title_short N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions
title_sort n-tert-butoxycarbonylation of structurally diverse amines and sulfamides under water-mediated catalyst-free conditions
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767329/
https://www.ncbi.nlm.nih.gov/pubmed/24052842
http://dx.doi.org/10.5402/2012/404235
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