CC BY-NC-ND 4.0 · SynOpen 2021; 05(04): 314-320
DOI: 10.1055/a-1681-4544

Mild Biamidine-Transfer Conditions for the Synthesis of Aliphatic Biguanides

Rostyslav Bardovskyi
a   Université Côte d’Azur, ICN, UMR 7272 CNRS, 06108 Nice, France
Marie Fabre
a   Université Côte d’Azur, ICN, UMR 7272 CNRS, 06108 Nice, France
Cyril Ronco
a   Université Côte d’Azur, ICN, UMR 7272 CNRS, 06108 Nice, France
a   Université Côte d’Azur, ICN, UMR 7272 CNRS, 06108 Nice, France
b   Mohamed VI Polytechnic University, UM6P, 43150 BenGuerir, Morocco
› Author Affiliations
The authors are grateful for the financial support from the Research Fund of the Cancéropôle Provence-Alpes-Côte d'Azur (PACA) and the SATT-Sud Est (EmA grant – Emergence et Accompagnement). The Centre National de la Recherche Scientifique (CNRS), Université Côte d’Azur, ANR, and Région Sud are also acknowledged for additional funding.


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.

Supporting Information

Publication History

Received: 27 July 2021

Accepted: 06 August 2021

Accepted Manuscript online:
28 October 2021

Article published online:
18 November 2021

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