Dopamine is a key neurotransmitter involved in a series of biologically relevant processes and its derivatives have sparked significant interest as intriguing synthetic targets. This class of compounds is indeed not only considerable for the potential biological activities but is also promising for diverse applications in material science. In light of this, our research was focused on the synthesis of 6-aryldopamine derivatives starting from 4-(2-aminoethyl)phenol through a sequential protocol, whose main steps are hydroxylation, halogenation, and Suzuki cross-coupling. Our method demonstrated versatility, efficiency, and compatibility with various functional groups, including aldehydes, ketones, esters, ethers, and fluorine.

Palladium-Catalyzed Synthesis of 6-aryl Dopamine Derivatives / Calcaterra, Andrea; Fernández García, Santiago; Marrone, Federico; Bernini, Roberta; Fabrizi, Giancarlo; Goggiamani, Antonella; Iazzetti, Antonia. - In: CATALYSTS. - ISSN 2073-4344. - 14:7(2024). [10.3390/catal14070401]

Palladium-Catalyzed Synthesis of 6-aryl Dopamine Derivatives

Andrea CALCATERRA
Primo
;
Federico Marrone;Giancarlo FABRIZI
;
Antonella Goggiamani;Antonia Iazzetti
Ultimo
2024

Abstract

Dopamine is a key neurotransmitter involved in a series of biologically relevant processes and its derivatives have sparked significant interest as intriguing synthetic targets. This class of compounds is indeed not only considerable for the potential biological activities but is also promising for diverse applications in material science. In light of this, our research was focused on the synthesis of 6-aryldopamine derivatives starting from 4-(2-aminoethyl)phenol through a sequential protocol, whose main steps are hydroxylation, halogenation, and Suzuki cross-coupling. Our method demonstrated versatility, efficiency, and compatibility with various functional groups, including aldehydes, ketones, esters, ethers, and fluorine.
2024
dopamine; palladium-catalyzed synthesis; Suzuki reaction; dopamine derivatives; regioselective hydroxylation; catechol; regioselective aromatic chlorination
01 Pubblicazione su rivista::01a Articolo in rivista
Palladium-Catalyzed Synthesis of 6-aryl Dopamine Derivatives / Calcaterra, Andrea; Fernández García, Santiago; Marrone, Federico; Bernini, Roberta; Fabrizi, Giancarlo; Goggiamani, Antonella; Iazzetti, Antonia. - In: CATALYSTS. - ISSN 2073-4344. - 14:7(2024). [10.3390/catal14070401]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1716258
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