Synthesis of Functionalized 3H-pyrrolo-[1,2,3-de] Quinoxalines via Gold-Catalyzed Intramolecular Hydroamination of Alkynes

Autor:	Antonia Iazzetti, Giancarlo Fabrizi, Antonella Goggiamani, Federico Marrone, Alessio Sferrazza, Karim Ullah
Jazyk:	angličtina
Rok vydání:	2023
Předmět:	3H-pyrrolo-[1 2 3-de] quinoxalines gold catalysis quinoxalines hydroamination Organic chemistry QD241-441
Zdroj:	Molecules, Vol 28, Iss 15, p 5831 (2023)
Druh dokumentu:	article
ISSN:	28155831 1420-3049
DOI:	10.3390/molecules28155831
Popis:	A gold-catalyzed protocol to obtain functionalized 3H-pyrrolo [1,2,3-de] quinoxalines from suitable substituted N-alkynyl indoles has been proposed. The mild reaction conditions were revealed to be compatible with different functional groups, including halogen, alkoxyl, cyano, ketone, and ester, allowing the isolation of title compounds with yields from good to high. A reaction mechanism has been proposed, and theoretical calculations have been provided to rationalize the final step of the hypothesized reaction mechanism. As quinoxaline-containing polycyclic compounds, this class of molecules may represent a valuable template in medicinal chemistry and material science.
Databáze:	Directory of Open Access Journals
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