New application of organozinc reagents in the synthesis of bioactive substances

• Grant number: 12/14362-9
• Support Opportunities: Scholarships in Brazil - Doctorate
• Start date: September 01, 2012
• End date: February 29, 2016
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Giuliano Cesar Clososki
• Grantee: Evelyn Mirella Lopes Pina Diniz
• Host Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
• Associated research grant: 08/04762-4 - New synthetic methods for the preparation of bioactive compounds, AP.JP

Abstract

Organometallic Zinc bases complexed with lithium chloride derived from 2,2,6,6-tetramethylpiperidine (TMPH) were recently introduced in the literature and showed great potential in the functionalization of several aromatic rings and heterocyclic. However, their reactivity towards important substrates has not yet been properly studied. This is the case of isoquinoline and its derivatives that have so far received little attention from researchers working in the area. Thus, one objective of this project is to develop a methodology that allows the preparation of functionalized isoquinolines and can be applied to the synthesis of bioactive molecules. Moreover, in order to develop methodologies that can be applied in large scale reaction, we plan to study the solubility and reactivity of some zinc bases prepared from other amines, for example, from 2,6-dimethylpiperidine, which is much cheaper than TMPH. Besides the development of methodologies, the project may also contribute to the synthesis of some bioactive molecules that have been studied in the laboratory as meclonazepan an interesting benzodiazepine that has been used in the treatment of schistosomiasis.The proposals presented here are part of the project "Development of New Synthetic Methods Aiming at the Preparation of Bioactive Molecules", approved by FAPESP through the Young Researcher with the objective of nuclear research groups acting on modern themes and international integration.

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

FERREIRA, SAMUEL R. A.; FRANCO, MARCIA S. F.; DINIZ, EVELYN M. L. P.; EMERY, FLAVIO DA SILVA; CLOSOSKI, GIULIANO CESAR. Drug Likeness and Selective Functionalization of Quinoxalines. CURRENT ORGANIC SYNTHESIS, v. 12, n. 6, p. 714-729, 2015. (12/14362-9, 12/20990-2, 13/04766-8, 12/08589-0)