Organic & Biomolecular Chemistry [SOPhy]

Abstract:

The two-faced reactivity of N-allenamides allows regio-and stereo-controlled functionalization on the a-, b- and γ-positions of the nitrogen atom. The contingency to obtain either proximal or distal adducts, makes those substrates essential for the construction of complex heterocyclic scaffolds. This review covers recent advances made in the development of new methods involving amination and alkoxylation reactions on N-allenamides leading to a broad array of N-heterocycles. The syntheses reported herein are classified based on their reaction type. In addition, mechanistical perceptions are provided for the majority of the discussed transformations. 

 

Reference :

Construction of C-N and C-O bonds based on N-allenamide functionalization
Maxime Hourtoule and Laurence Miesch
Organic & Biomolecular Chemistry, 2022, DOI: 10.1039/D2OB01768G

Contact:

Laurence Miesch and Maxime Hourtoule, team SOPhy, Institut de Chimie (UMR 7177).