Arylation of Adamantanamines: X. Palladium- and Copper-Catalyzed Heteroarylation of Adamantane-Containing Amines with Bromopyridines was written by Lyakhovich, M. S.;Murashkina, A. V.;Averin, A. D.;Abel, A. S.;Maloshitskaya, O. A.;Savelyev, E. N.;Orlinson, B. S.;Beletskaya, I. P.. And the article was included in Russian Journal of Organic Chemistry in 2019.Category: pyridine-derivatives This article mentions the following:
The catalytic efficiencies of palladium(0) and copper(I) complexes in the amination of 2-bromopyridine and its fluorine-containing derivatives with (1-adamantyl)methanamine and 2-(1-adamantyloxy)ethanamine were compared. Both types of catalytic systems were shown to be applicable for the preparation of the corresponding N-pyridyl derivatives I (R = H, 3-F, 5-F, 3-CF3, 4-CF3, 5-CF3, 6-CF3; X = -OCH2CH2-, -CH2-; R1 = H, 2-pyridyl, 3-F-2-pyridyl, 3-CF3-2-pyridyl, 5-CF3-2-pyridyl, etc.) from 3- and 5-fluoro- and 3-, 4-, 5-, and 6-trifluoromethyl-2-bromopyridines. DavePhos was found to be the most efficient ligand in the Pd(0)-catalyzed reactions; however, the reactions with 2-bromo-4-(trifluoromethyl)pyridine and 2-bromo-5-(trifluoromethyl)pyridine were accompanied by formation of a considerable amount of the diarylation product. The diarylation process was significantly suppressed in the presence of copper(I) complexes. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Category: pyridine-derivatives).
2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Category: pyridine-derivatives