Water-Compatible Synthesis of 1,2,3-Triazoles under Ultrasonic Conditions by a Cu(I) Complex-Mediated Click Reaction

Autor:	Jaime Portilla, Lenka-Victoria Tamayo, John Hurtado, Nestor-Fabian Bravo, Juan-Carlos Castillo, Paula-Daniela Mestizo, Mario A. Macías
Jazyk:	angličtina
Rok vydání:	2020
Předmět:	chemistry.chemical_classification Chemistry General Chemical Engineering Halide General Chemistry Combinatorial chemistry Methane Article Catalysis chemistry.chemical_compound Click chemistry Sodium azide Ultrasonic sensor QD1-999 Alkyl
Zdroj:	ACS Omega, Vol 5, Iss 46, Pp 30148-30159 (2020) ACS Omega
ISSN:	2470-1343
Popis:	A new monophosphine Cu(I) complex bearing bis(pyrazolyl)methane (L1) (CuIL1PPh3) was synthesized and used as a catalyst for the three-component click reaction from an alkyl halide, sodium azide, and terminal alkyne to furnish 1,4-disubstituted 1,2,3-triazoles in up to 93% yield. The catalyst is highly stable, compatible with oxygen/water, and works with total efficiency under ultrasonic condition. The structure of the complex was studied and confirmed by X-ray crystallography, finding a riveting relationship with its catalytic activity. This sustainable triazoles synthesis is distinguished by its high atom economy, low catalyst loading (up to 0.5 mol %), broad substrate scope, short reaction times, operational simplicity, and an easy gram-scale supply of a functionalized product for subsequent synthetic applications.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::18a954a6cc44770afd4cc2fea18ff90c https://doaj.org/article/aea669c06c3049e18ce098a59d9c82d4 Zobrazit plný text záznamu