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Updated: Jul 2, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
A new synthetic route towards multifunctionalized cyclic amidrazones for feeding chemical space
Johann Leblanc1, Margaux Boutin1, Clara Vega1
1Nantes Université, CNRS, CEISAM, UMR 6230, 2 rue de la Houssinière, BP 92208, F-44000 Nantes, France. arnaud.tessier@univ-nantes.fr.
Abstract:
In the context of growing impetus to develop new molecular scaffolds as well as a variety of 3D fragments to escape from flatland, we have reintroduced the accessibility of the underexplored azaheterocyclic amidrazones as promising bioisosteres. Herein, we present an original and versatile approach to synthesize cyclic amidrazones functionalized at different positions of the scaffold in view of diversifying the substitution pattern towards multifunctionalization, extension or fusion of the ring system and 3D-shaping of fragments. This unprecedented synthetic route represents a sweet achievement to cover further lead-like chemical space.
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