Directed deprotonation-transmetallation of 4-bromopyridine: Flexible routes to substituted pyridines

• Main Authors: Gunter Karig, Nopporn Thasana, Timothy Gallagher
• Other Authors: University of Bristol
• Format: Article
• Published: 2018
• Subjects: Chemistry
• Online Access: https://repository.li.mahidol.ac.th/handle/123456789/20129
• Institution: Mahidol University

Halide-directed deprotonation and Li-Zn exchange of 4-bromopyridine 4 provides organozinc 6, which undergoes Pd-mediated coupling to give the 3-aryl-4-bromopyridines 7. Further substitution is achieved to provide the 3,4-disubstituted pyridines 8 and 9, and the 3,4,5-trisubstituted variants 10.