Xantphos as a Branch-Selective Ligand for the Acyclic sec-Alkyl Negishi Cross-Coupling of Heteroaryl Halides was written by Cherney, Alan H.;Hedley, Simon J.;Mennen, Steven M.;Tedrow, Jason S.. And the article was included in Organometallics in 2019.Name: 2-Bromo-3-(trifluoromethyl)pyridine This article mentions the following:
We present the application of the common bidentate phosphine ligand Xantphos toward the highly selective Negishi cross-coupling of heteroaryl halides and acyclic sec-alkyl organozinc reagents to prepare pharmaceutically relevant motifs. Branched-to-linear ratios of >100:1 can be achieved for several substrates relevant to the pharmaceutical industry, and tolerance of certain acidic protons is exhibited. A high-throughput experimentation approach was taken to rapidly compare Xantphos Pd G3 to other selective Negishi coupling catalysts, leading to sep. reactivity profiles for each methodol. The utility of Xantphos Pd G3 was demonstrated through the scale-up and isolation of a complex pyridine building block. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Name: 2-Bromo-3-(trifluoromethyl)pyridine).
2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·molâ? in pyridine vs. 150 kJ·molâ? in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Name: 2-Bromo-3-(trifluoromethyl)pyridine