b
Université de Montréal, FRQ-NT Centre in Green Chemistry and Catalysis Department of Chemistry, 1375, av. Thérèse Lavoie-Roux, Montréal, QC H2 V 0B3, Canada
a
Normandie Univ., INSA Rouen Normandie, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France
,
Philippe Jubault∗
a
Normandie Univ., INSA Rouen Normandie, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France
› InstitutsangabenThis work was partially supported by Normandie Université (NU), Région Normandie, the Centre National de la Recherche Scientifique (CNRS), Université de Rouen Normandie (URN), INSA Rouen Normandie, Labex SynOrg (ANR-11-LABX-0029), the graduate school for research XL-Chem (ANR-18-EURE-0020 XLCHEM) and Innovation Chimie Carnot (I2C). This work is part of the EFLUX program supported by the European Union through the operational program FEDER/ FSE 2014-202.
A practical access to cyclopropylamines from the corresponding amides is disclosed, according to an electro-induced Hofmann rearrangement. In an undivided cell under galvanostatic conditions, a panel of cyclopropyl amides was readily converted into the corresponding amines (17 examples, 23% to 94% yield). This reaction allowed an easy access to the versatile cyclopropylamines and is complementary to the existing methods.
9b For recent reviews on indirect electrosynthesis promoted by halogen mediators, see for example:
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29 During the scale-up experiment, 10% of the α-substituted cyclopropyl methyl ester was isolated probably because of diffusion phenomenon in the reaction medium.
