Process for producing a Cyano ring-substituted Arene borane

Executive Summary

In the pharmaceutical industry, organoboron complexes are key building blocks for drug manufacturing, versatile reagents for high-throughput parallel synthesis in drug discovery and exhibit some useful and unique biological activities. However, conventional synthesis routes can be complex and involve undesirable reagents. MSU researchers have developed processes for efficient synthesis of cyano ring-substituted arene boranes.

Description of the Technology

The technology involves reacting a ring-substituted cyano arene with an HB or a B—B organic compound in the presence of a catalyst complex comprised of an iridium complex and an organic ligand. The patent includes compositions of benzonitriles, cyanopyridines, thiopenes and furanes.

Benefits

Low catalyst concentrations
Room temperature or moderate reaction temperatures
Does not require organolithium reagents, ethereal solvents. Reactions can be carried out neat
Wide range of functional groups possible
High selectivity, avoids costly intermediate purification steps
Allows production of new range of boron containing chemicals which are difficult to synthesize or not available

Applications