Descrizione del progetto
Promuovere la sintesi di composti ciclici complessi per la scoperta di farmaci
Inventare modi per formare diversi legami, stereocentri e anelli in un unico processo è la chiave per una chimica sintetica sostenibile. Combinando reazioni multicomponente e reazioni in tandem in un’unica procedura, la diversità, la complessità e il valore dei prodotti possono essere ulteriormente migliorati. I ricercatori del progetto CuTAN, finanziato dall’UE, svilupperanno reazioni di accoppiamento multicomponente di idrocarburi insaturi (alleni ed enini) con imine e reagenti al boro. In generale, il processo fornirà prodotti ciclici (amina) ad alto valore con regiocontrollo, diasterocontrollo ed enantiocontrollo che possiedono svariati approcci sintetici. Le strutture cicliche molecolari si trovano comunemente nei prodotti naturali bioattivi e nelle molecole farmaceutiche.
Obiettivo
The invention of processes that can form several bonds, stereocentres and rings in a single process is key to a sustainable future in synthetic chemistry. Multicomponent reactions and tandem procedures are two strategies that enable the rapid build-up of molecular complexity from simple reagents. By combining these two strategies into a single procedure, the diversity, complexity and value of products can be further enhanced along with the efficiency and economy of their construction. In this project, Dr Satpathi will develop novel copper-catalyzed multicomponent couplings of unsaturated hydrocarbons (e.g. allenes, enynes) with imines and boron reagents. These procedures will provide high-value amine products with universally high regio-, diastero- and enantiocontrol. The products will bear a variety of synthetic handles, for example, amino, alkynyl/alkenyl, and boryl groups, thus the products are primed for subsequent transformation. Dr Satpathi will exploit this functionality in tandem intramolecular couplings (e.g. intramolecular Suzuki/Buchwald-Hartwig reactions) to provide core cyclic structures of drug molecules and natural products. Thus, through a tandem procedure of; 1) copper-catalyzed borofunctionalization, and; 2) subsequent transition-metal catalyzed cyclization, he will gain efficient access to highly sought-after complex molecules. Overall, the process will provide high-value, chiral, cyclic motifs from abundant, achiral, linear substrates. Finally, Dr Satpathi has identified the phthalide-isoquinoline family of alkaloids as target molecules to display the power of his tandem methodology. Dr Satpathi has devised a novel route, which begins with our tandem multifunctionalization/cyclization reaction, to provide a range of these important alkaloids. The chosen alkaloids are of particular interest as they display a range of bioactivities – for example as natural products, receptor antagonists and on-market drugs.
Campo scientifico
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Meccanismo di finanziamento
MSCA-IF - Marie Skłodowska-Curie Individual Fellowships (IF)Coordinatore
M13 9PL Manchester
Regno Unito