Dr. Jeffrey Johnson, Chemistry
The development of nickel-mediated catalysis has progressed to the decarbonylation of phthalimides for cross-coupling with boronic acids to form ortho-substituted benzamides. The variables of the reaction are being manipulated to determine if the nickel can be used catalytically rather than stoichiometrically. In addition, many reactions produce a byproduct in which a carbon-hydrogen bond forms in the desired position of the boronic acid substituent, making isolation of the ortho-substituted benzamide through column chromatography difficult. The source of this byproduct—the reduction product—is still under investigation as the scope and isolation of the product is expanded.
Repository citation: Ahlgrim, Grace; Heyboer, Ethan; and Pankratz, Trey, "Synthesis of Ortho-Substituted Benzamides through Decarbonylative Cross-Coupling of Phthalimides" (2017). 16th Annual Celebration of Undergraduate Research and Creative Performance (2017). Paper 66.
April 21, 2017. Copyright © 2017 Hope College, Holland, Michigan.