Ateneo - UPO

The course deals with the chemistry of multicomponent reactions and their use particularly in the field of medicinal chemistry. In particular during the course various multicomponent reactions will be analyzed both according to their reaction mechanism and the possibility of expanding their utility via targeted synthetic strategies. Examples of compounds obtained via multicomponent reaction which show biological activity will be also discussed

Lecture notes

The goals of the course of Multicomponent reactions are :
to provide to the students the knowledge about the classical multicomponent reactions discovered to date and to define the general strategies for the discovery of new multicomponent reactions.

Traditional theoretical lessons, compulsory attendance

Oral discussion on a scientific paper previously provided to the student.

Objectives of the course; 2-component reactions vs multicomponent reactions; Synthesis of Strecker; Synthesis of Hantzch (dihydropyridine and pyrroles); Radziszewski synthesis; Synthesis of Bargellini; Synthesis of Biginelli; Synthesis of Guareschi; Synthesis of Mannich; Synthesis of Petasis; Synthesis of Betti; Bucherer-Bergs synthesis; Synthesis of Asinger; Synthesis of Gewald; Synthesis of Kabachnik-Fields; Synthesis of Yonemitsu; Summary Povarov; Synthesis of Pauson-Khand; Synthesis of Dobner; Synthesis of Reissert; Synthesis of Willgerodt-Kindler; The isonitriles (reactivity, molecular orbitals, smell, preparation; The isonitriles in nature; Synthesis of Passerini (mechanism / variations); Synthesis of Ugi (mechanism / variations); Ugi interrupted; Strategies to increase structural complexity a) intramolecular reactions b) functionalized isonitriles (isonitriles clevable; TosMic,) c) post-transformations; d) join two multicomponent reactions e) UDC PADAM; Other reactions of isonitriles a) reaction of Nef b) reaction Danishefsky c) reaction with DMAD; MCR application in drug discovery; Application of the MCR in the total synthesis ; MCR applications in industrial scale up.

At the end of the course, the student will be able to recognize and evaluate the possibility to use a multicomponent reaction for the synthesis of a certain molecular scaffold. The course allows to the student to read, in a critical manner, books and scientific articles based on multicomponent reactions.