ETD system

Electronic theses and dissertations repository

 

Tesi etd-02172020-164607


Thesis type
Tesi di dottorato di ricerca
Author
MENICHETTI, ANDREA
URN
etd-02172020-164607
Title
Development of synthetic methodologies to obtain new nitrogen-containing scaffolds
Settore scientifico disciplinare
CHIM/06
Corso di studi
SCIENZA DEL FARMACO E DELLE SOSTANZE BIOATTIVE
Supervisors
tutor Prof. Pineschi, Mauro
Parole chiave
  • diabetes
  • NDA
  • photochemistry
  • borylation
  • decarboxylation
  • catalysis
  • vinylogous
  • acyl Mannich
  • ring-opening
  • azirdines
Data inizio appello
10/03/2020;
Consultabilità
Parziale
Data di rilascio
10/03/2023
Riassunto analitico
The organic chemistry play a pivotal role in the field of life sciences since every knowledge on this topic can be very useful in many scientific disciplines. For examples, the synthesis of new compounds as drug candidate or probes, and the researches of new synthetic methodologies can help the growth of medicine and new technologies.
This PhD thesis depicts the development of novel synthetic methodologies for the obtainment of nitrogen-containing compounds, that are known to have a crucial role in the field of pharmaceutical and biological science. Firstly, since the asymmetric synthesis of alkaloids has a remarkable relevance, an enantioselective alkylation of quinoline-type and isoquinoline-type substrates by using synergistic catalysis have been exploited obtaining highly enantioenriched diversely substituted compounds. Then, innovative ring-opening reactions of aziridines with diboron reagents have been attempted in order to have a versatile boron-based handle into the final product. Moreover, a library of novel heterobicycles have been generated by using an innovative four-linear-step synthesis allowing a hit-to-lead optimization in the field of research of novel treatments for diabetes. Finally, preliminary efforts in the field of photochemistry have been done for the borylation of haloarenes and the decarboxylation of aminoacids.
File