1.
Chem Commun (Camb)
; 53(68): 9434-9437, 2017 Aug 22.
Article
in English
| MEDLINE
| ID: mdl-28792017
ABSTRACT
The reaction of the commercially available ammonium salt NH4BPh4 with a pyridine-activated pinacolborane species generates a boronium cation that facilitates the 1,4-selective hydroboration of pyridines in polar solvents. This catalytic reaction is amenable to a host of reactive functional groups and provides access to sterically bulky hydroboration products, previously inaccessible by metal-free routes. Further, the regioselectivity of this reaction can be altered by reducing the polarity of the reaction solvent, resulting in greater proportions of the 1,2-hydroboration product.