Reductive Dehalogenation of Aryl Bromides and Chlorides and Their Use as Aryl Blocking Groups
Ahalya Ramanathan, Leslie S. Jimenez*
*Department of Chemistry & Chemical Biology, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, NJ 08854-8087, USA, Email: Leslie.Jimenezrutgers.edu
A. Ramanathan, L. S. Jimenez, Synthesis, 2010, 217-220.
Bromo and chloro substituents serve as excellent blocking groups on aromatic rings. The halo group can be removed by catalytic hydrogenation under neutral conditions. As expected, bromides are reduced more quickly than chlorides and the reaction requires the use of less catalyst. Bromides can be selectively reduced in the presence of nitro, chloro, cyano, keto, or carboxylic acid groups.
see article for more examples