Sustainable chemistry with agricultural wastewaters products
Author(s)
Sferrazza, Alessio
Date Issued
February 19, 2009
Type
Doctoral Thesis
Abstract
The aim of this research is to develop novel synthetic strategies and procedures using, as starting materials, some chemicals present in agricultural waste waters. In details, we focused our attention on carboxylic acid derivatives that can be found in olive oil mill waste waters1.
Our purpose is the utilization of such benzoic and cinnamic acid and their derivatives as starting materials for the synthesis of biologically and pharmaceutically interest compounds.
In particular we developed new synthetic approaches to molecules containing heterocyclic core such as indoles, quinolines, quinolones, and phenantridinones (Scheme 1). All these compounds and all the starting materials have been usually obtained taking advantage of catalytic processes.
Scheme 1
In particular we focused our attention on one-pot chemistry that can be defined as follows:
A one-pot synthesis is a strategy to improve the efficiency of a chemical reaction whereby a reactant is subjected to successive chemical reactions in just one reactor. This is much desired by chemists because avoiding lengthy separation processes and purification of reaction intermediates would save time and resources while increasing the yield.
Furthermore, we explored in some cases the utilization of domino reactions.
A domino reaction is a process involving two or more bond-forming transformations (usually C-C bonds, but C-N and in general C-heteroatom) which take place under the same reaction conditions without adding additional reagents and catalysts, and in which the subsequent reaction results as a consequence of the functionality formed in the previous step2.
Publications:
“4-Aryl-2-quinolones via a domino Heck reaction/cyclization process”.
R. Bernini, S. Cacchi, G. Fabrizi, A. Sferrazza Heterocycles 2006, 69, 99-105.
“A Simple General Approach to Phenanthridinones via Palladium-Catalyzed Intramolecular Direct Arene Arylation”.
R. Bernini, S. Cacchi, G. Fabrizi, A. Sferrazza Synthesis 2008, 729-738.
“1,2-Disubstituted 4-Quinolones via Copper-Catalyzed Cyclization of 1-(2-Halophenyl)-3-enaminones”
R. Bernini, G. Fabrizi, A. Sferrazza, S. Cacchi Adv. Synth. Catal. inviato per la pubblicazione
“Copper-Catalyzed C-C Bond Formation via C-H Functionalization: Synthesis of Multisubstituted Indoles from Enaminones”
R. Bernini, G. Fabrizi, A. Sferrazza, S. Cacchi in preparazione
“Copper-Catalyzed Synthesis of Functionalized Indoles from Enaminones
R. Bernini, S. Cacchi, G. Fabrizi, A. Sferrazza, E. Filisti in preparazione
“Quinolines through a One-Pot Process from Anilines and ,-Ynones
R. Bernini, S. Cacchi, G. Fabrizi, A. Sferrazza, E. Filisti in preparazione
Congresses and Schools:
SISOC 7, 7th Spanish-Italian Symposium On Organic Chemistry. Oviedo 7-10 September 2008.
Sessione Poster: “1,2-Disubstituted 4-Quinolones via Copper-Catalyzed Cyclization of 1-(o-Halophenyl)-3-enaminones”.
First IRBM Workshop on Medicinal And Organic Chemistry, Pomezia (Rome), 26 September 2008, Italy
IX CONGRESSO ANNUALE CONSORZIO INCA. Pisa, 1-2 March 2007.
Sessione Poster: “Valorizzazione di composti presenti nei reflui agroindustriali. Sintesi Fenantridinoni e Benzossazoli”.
Comunicazione Orale: “Valorizzazione di composti presenti nei reflui agroindustriali. Sintesi Fenantridinoni, Benzossazoli, Indoli e Carbazoli”.
INTERNATIONAL SCHOOL OF ORGANOMETALLIC CHEMISTRY. Camerino, Italy, 8-12 September 2007.
Sessione Poster: “A general approach to phenanthridinones through palladium-catalyzed intramolecular direct arene arylation”.
XXXI Corso Estivo “A. Corbella”, Seminari di Chimica Organica, 19-23 June 2006, Gargnano del Garda, Italy.
COST Meeting 2006, 6-8 October 2006, Rome, Italy.
Comunicazione Orale: “4-Aryl-2-quinolones via a domino Heck reaction/cyclization process”.
Additional information
Dottorato di ricerca in Scienze ambientali
Subjects
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