The Use of Carbon Monoxide and Imines as Peptide Derivative Synthons: A Facile Palladium-Catalyzed Synthesis ofα-Amino Acid Derived Imidazolines

Abstract

Ein besonders einfacher Zugang zu Carboxylatoimidazolinen ist die palladiumkatalysierte Kupplung von Kohlenmonoxid, einem Imin und einem Säurechlorid. Bei dieser Reaktion wird eine Peptideinheit gebildet und in situ in das Heterocyclengerüst eingebaut (siehe Schema).

Efficient and green pathway for one-pot synthesis of spirooxindoles in the presence of CuO nanoparticles

“…The flexibility of multicomponent reactions makes them an important type of reaction classes with short reaction times and high to excellent yields (1)(2)(3)(4).…”

Vicinal Diamino Functionalities as Privileged Structural Elements in Biologically Active Compounds and Exploitation of their Synthetic Chemistry

“…Arndtsen and co‐workers have developed a Pd‐catalyzed multicomponent reaction utilizing imines, acid chlorides, and CO leading to imidazoline carboxylates (Scheme 30) (74). Bipyridyl ligands were found to lead to high yields of a single diastereomeric product, while phosphanes completely retarded the reaction.…”

Manganese (IV) oxide‐catalyzed electrophilic diamination of electron‐deficient alkenes provides an easy synthesis of α,β‐diamino acid and ketone derivatives for peptidomimetic studies*

“…Meanwhile, the hydrogen‐bonding environment is retained. So far, some progress on the development of efficient synthetic approaches to these products has been made in the past several decades (6–15), but it is still an active and challenging topic in synthetic organic chemistry.…”