Palladium-Catalyzed 2,2,2-Trifluoroethoxylation of Aromatic and Heteroaromatic Chlorides Utilizing Borate Salt and the Synthesis of a Trifluoro Analogue of Sildenafil.

Author(s) Pethő, B.; Zwillinger, M.; Csenki, J.T.; Káncz, A.E.; Krámos, B.; Müller, J.; Balogh, G.T.; Novák, Z.
Journal Chemistry
Date Published 2017 Nov 07
Abstract

A simple and convenient method was developed for the introduction of a 2,2,2-trifluoroethoxy group to various aromatic and heteroaromatic systems. The novel process utilizes aromatic chlorides as substrates, and tetrakis(2,2,2-trifluoroethoxy) borate salt as an inexpensive and readily available fluoroalkoxy source in a palladium-catalyzed cross-coupling reaction. The power of the developed methodology was demonstrated in the synthesis of a fluorous derivative of Sildenafil.

DOI 10.1002/chem.201704205
ISSN 1521-3765
Citation Pethő B, Zwillinger M, Csenki JT, Káncz AE, Krámos B, Müller J, et al. Palladium-Catalyzed 2,2,2-Trifluoroethoxylation of Aromatic and Heteroaromatic Chlorides Utilizing Borate Salt and the Synthesis of a Trifluoro Analogue of Sildenafil. Chemistry. 2017;23(62):15628-15632.

Related Applications, Forms & Industries