Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides

This study focuses on the development of new synthetic pathways to monosubstituted biguanides from amines. An exhaustive comparison of the conditions and reagents used for biamidine transfer was performed. New reagents were synthesized and optimized conditions for the synthesis of substituted biguan...

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Autores principales:	Rostyslav Bardovskyi, Marie Fabre, Cyril Ronco, Rachid Benhida
Formato:	article
Lenguaje:	EN
Publicado:	Georg Thieme Verlag KG 2021
Materias:	biguanide biamidine transfer mild conditions biocompatible protocol guanidine derivatives Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/5ab6bc44483f45208b047603ba625bef
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spelling	oai:doaj.org-article:5ab6bc44483f45208b047603ba625bef2021-11-18T23:53:48ZMild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides2509-939610.1055/a-1681-4544https://doaj.org/article/5ab6bc44483f45208b047603ba625bef2021-10-01T00:00:00Zhttp://www.thieme-connect.de/DOI/DOI?10.1055/a-1681-4544https://doaj.org/toc/2509-9396This study focuses on the development of new synthetic pathways to monosubstituted biguanides from amines. An exhaustive comparison of the conditions and reagents used for biamidine transfer was performed. New reagents were synthesized and optimized conditions for the synthesis of substituted biguanides under mild conditions were developed. Eventually, two high-yielding and straightforward protocols for the transfer of a biamidine group to various amines are proposed and their scope and limitations have been explored. These conditions include: i) a direct chromatography-free procedure and ii) an eco-friendly procedure in water compatible with bioinspired molecules. They are particularly efficient for the demanding conversion of aliphatic amines.Rostyslav BardovskyiMarie FabreCyril RoncoRachid BenhidaGeorg Thieme Verlag KGarticlebiguanidebiamidine transfermild conditionsbiocompatible protocolguanidine derivativesChemistryQD1-999ENSynOpen, Vol 05, Iss 04, Pp 314-320 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	biguanide biamidine transfer mild conditions biocompatible protocol guanidine derivatives Chemistry QD1-999
spellingShingle	biguanide biamidine transfer mild conditions biocompatible protocol guanidine derivatives Chemistry QD1-999 Rostyslav Bardovskyi Marie Fabre Cyril Ronco Rachid Benhida Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
description	This study focuses on the development of new synthetic pathways to monosubstituted biguanides from amines. An exhaustive comparison of the conditions and reagents used for biamidine transfer was performed. New reagents were synthesized and optimized conditions for the synthesis of substituted biguanides under mild conditions were developed. Eventually, two high-yielding and straightforward protocols for the transfer of a biamidine group to various amines are proposed and their scope and limitations have been explored. These conditions include: i) a direct chromatography-free procedure and ii) an eco-friendly procedure in water compatible with bioinspired molecules. They are particularly efficient for the demanding conversion of aliphatic amines.
format	article
author	Rostyslav Bardovskyi Marie Fabre Cyril Ronco Rachid Benhida
author_facet	Rostyslav Bardovskyi Marie Fabre Cyril Ronco Rachid Benhida
author_sort	Rostyslav Bardovskyi
title	Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
title_short	Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
title_full	Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
title_fullStr	Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
title_full_unstemmed	Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides
title_sort	mild biamidine-transfer conditions for the synthesis of aliphatic biguanides
publisher	Georg Thieme Verlag KG
publishDate	2021
url	https://doaj.org/article/5ab6bc44483f45208b047603ba625bef
work_keys_str_mv	AT rostyslavbardovskyi mildbiamidinetransferconditionsforthesynthesisofaliphaticbiguanides AT mariefabre mildbiamidinetransferconditionsforthesynthesisofaliphaticbiguanides AT cyrilronco mildbiamidinetransferconditionsforthesynthesisofaliphaticbiguanides AT rachidbenhida mildbiamidinetransferconditionsforthesynthesisofaliphaticbiguanides
_version_	1718420669064019968

Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides

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