Synthesis of tetrahydroquinolines derivatives by Multicomponent Povarov reaction catalysed by niobium pentaethoxide and its chiral derivatives.

• Grant number: 11/15186-7
• Support Opportunities: Scholarships in Brazil - Master
• Effective date (Start): March 01, 2012
• Effective date (End): February 28, 2014
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Luiz Carlos da Silva Filho
• Grantee: Bruno Henrique Sacoman Torquato da Silva
• Host Institution: Faculdade de Ciências (FC). Universidade Estadual Paulista (UNESP). Campus de Bauru. Bauru , SP, Brazil

Abstract

The multicomponent reaction (RMCs) are defined as a process in which three or more reagents combine in a single reaction "pot", forming a product with features of each reagent used, with good structure complexity and in only one step.Various catalysts (metals, acids or enzymatics) can be utilized for the occurrence of RMCs. In this project we propose to study the application of niobium compounds in multicomponent Povarov reaction, checking in details the effect of temperature and molar concentration of these reagents in these reactions. The comparison of efficiency, proportion of the products formed and reaction time of niobium compounds utilized with others reagents will also be fundamental point of the research.The reactions we propose to study in this work are the reactions for the preparation of tetrahydroquinolines, these compounds presents a high pharmacological interest, having applicability as anti-cancer drug and also in the treatment of Alzheimer's disease. We propose in this project the use of different niobium compounds to obtaining these compounds, through of reaction between aniline derivatives, benzaldehyde and different dienophiles.The niobium compounds target of our studies are: Nb(OEt)5 and its chiral derivatives, using different chiral terpenic alcohols as enantioselective helpers.

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)

SACOMAN TORQUATO DA SILVA, BRUNO HENRIQUE; MARANA, NAIARA LETICIA; MAFUD, ANA CAROLINA; DA SILVA-FILHO, LUIZ CARLOS. A theoretical and experimental study to unequivocal structural assignment of tetrahydroquinoline derivatives. STRUCTURAL CHEMISTRY, v. 25, n. 1, p. 327-337, FEB 2014. (11/04006-8, 10/18022-2, 11/15186-7)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

SILVA, Bruno Henrique Sacoman Torquato da. Estudo sobre o uso de compostos de nióbio em reações multicomponentes de aza-Diels-Alder. 2014. Master's Dissertation - Universidade Estadual Paulista (Unesp). Faculdade de Ciências. Bauru Bauru.