Endocyclic Enamides Derived from Aza-Diketopiperazines as Olefin Partners in Povarov Reaction: An Access to Tetracyclic N-Heterocycles

EurJOC (2020), https://doi.org/10.1002/ejoc.202001339
16 November 2020

EurJOC (2020) https://doi.org/10.1002/ejoc.202001339

Timothé Maujean, Isabelle Chataigner, Nicolas Girard, Mihaela Gulea and Dominique Bonnet

 

Abstract

An endocyclic enamide having a unique bicyclic structure including a 1,2,4-triazine-3,6-dione subunit was used as an olefin partner in the Povarov reaction. This represents an efficient strategy to access a new family of fused tetracyclic N-heterocycles which combine in their structure two scaffolds of interest in medicinal chemistry, a tetrahydroquinoline (THQ) and an aza-diketopiperazine (aza-DKP).

 EurJOC (2020) https://doi.org/10.1002/ejoc.202001339