Post-Ugi Cyclizations Towards Polycyclic N-Heterocycles

The Ugi reaction has become one of the highly explored reactions for the formation of multifunctional adducts, due to the mild reaction conditions, wide scope and high variability. By carefully selecting the starting four components, Ugi-adducts could undergo different kinds of post-transformations for the synthesis of bioactive heterocycles, natural products and macrocycles. Considering the significance of polycycles, diverse post-Ugi transformations have been developed over the years for constructing structurally novel polycycles. In this account, we summarize important efforts for the synthesis of polycyclic N-heterocycles via post-Ugi cyclizations from the Van der Eycken laboratory onwards 2016. With the aid of transition metal catalysis from gold, rhodium, silver and palladium, as well as metal-free strategies, versatile polyheterocycles are prepared with high efficiency and step-economy.

Automated summary

The Ugi reaction is highly explored due to its mild reaction conditions, wide scope, and high variability for the formation of multifunctional adducts. By carefully selecting the starting four components, Ugi-adducts can undergo different post-transformations to synthesize bioactive heterocycles, natural products, and macrocycles. Various post-Ugi transformations have been developed for constructing structurally novel polycycles, and this account summarizes important efforts for the synthesis of polycyclic N-heterocycles via post-Ugi cyclizations from the Van der Eycken laboratory onwards 2016. With the aid of transition metal catalysis and metal-free strategies, versatile polyheterocycles are prepared with high efficiency and step-economy.