A rhodium-catalyzed transannulation of N-(per)fluoroalkyl-1,2,3-triazoles under microwave conditions - a general route to N-(per)fluoroalkyl-substituted five-membered heterocycles

0489836 - ÚOCHB 2019 RIV GB eng J - Článek v odborném periodiku
Motornov, V. - Markos, Athanasios - Beier, Petr
A rhodium-catalyzed transannulation of N-(per)fluoroalkyl-1,2,3-triazoles under microwave conditions - a general route to N-(per)fluoroalkyl-substituted five-membered heterocycles.
Chemical Communications. Roč. 54, č. 26 (2018), s. 3258-3261. ISSN 1359-7345. E-ISSN 1364-548X
Institucionální podpora: RVO:61388963
Klíčová slova: efficient synthesis * terminal alkynes * 1,2,3-triazoles
Obor OECD: Organic chemistry
Impakt faktor: 6.164, rok: 2018

A rhodium-catalyzed transannulation via ring-opening of N-(per)fluoroalkyl-substituted 1,2,3-triazoles followed by cycloaddition with different nitriles, enol ethers, isocyanates and silyl ketene acetals under microwave heating provided a highly efficient route to previously unreported N-(per) fluoroalkyl-substituted imidazoles, pyrroles, imidazolones and pyrrolones, respectively. These reactions were found to be applicable to the synthesis of a variety of 5-membered heterocycles bearing different (per) fluoroalkyl substituents aswell as both electron-donating and electron-withdrawing groups attached to the heterocyclic core.
Trvalý link: http://hdl.handle.net/11104/0284167