Copper-Catalyzed Synthesis of 4-CF3-1,2,3-Triazoles: An Efficient and Facile Approach via Click Reaction

Autor:	Tinghong Tang, Cuiting Chen, Xin Fu, Huilan Xu, Luyong Wu, Wenhao Chen
Jazyk:	angličtina
Rok vydání:	2024
Předmět:	4-trifluoromethyl-1 2 3-triazole 2-bromo-3 3 3-trifluoropropene copper-catalyzed click reaction azide Organic chemistry QD241-441
Zdroj:	Molecules, Vol 29, Iss 6, p 1191 (2024)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules29061191
Popis:	Incorporation of a trifluoromethyl group with 1,2,3-triazoles motifs was described. We explored a click reaction approach for regioselective synthesis of 1-susbstituted-4-trifluoromethyl-1,2,3-triazoles in which 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with commercial 2-bromo-3,3,3-trifluoropropene (BTP) to form 3,3,3-trifloropropyne (TFP) in situ. Arising from merits associated with the availability and stability of BTP, and the high efficiencies of CuI/1,10-Phenanthroline (Phen)-catalyzed cycloaddition reactions of azides with alkynes, this readily performed click process takes place to form the target 1,2,3-triazoles in high yields, and with a wide azide substrate scope. The potential value of this protocol was demonstrated by its application to a gram-scale reaction.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/50b69c26083b40a0ad46abeb99e63ca0 Zobrazit plný text záznamu View record in DOAJ Plný text ve formátu PDF Plný text ve formátu HTML
Nepřihlášeným uživatelům se plný text nezobrazuje	K zobrazení výsledku je třeba se přihlásit.