Synthesis of 2,6-diaryl-3-(trifluoromethyl)pyridines by regioselective Suzuki–Miyaura reactions of 2,6-dichloro-3-(trifluoromethyl)pyridine
2013
Ahmed, Shahzad | Sharīf, Muḥammad | Shoaib, Khurram | Reimann, Sebastian | Iqbal, Jamshed | Patonay, Tamás | Spannenberg, Anke | Langer, Peter
The Suzuki–Miyaura reaction of 2,6-dichloro-3-(trifluoromethyl)pyridine with 1equiv of arylboronic acids resulted in site-selective formation of 2-aryl-6-chloro-3-(trifluoromethyl)pyridine. Due to electronic reasons, the reaction takes place at the sterically more hindered position. The one-pot reaction with two different arylboronic acids afforded 2,6-diaryl-3-(trifluoromethyl)pyridine containing two different aryl substituents. The reactions proceeded smoothly in the absence of phosphane ligands.
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