Title
Decarbonylative Cross Coupling of Phthalimides with Diorganozinc Reagents—Efforts Toward Catalysis
Document Type
Article
Publication Date
2016
Publication Source
Polyhedron
Volume Number
114
Last Page
393
Publisher
Elsevier
Abstract
The decarbonylative coupling of phthalimides with diorganozinc reagents to form o-substituted benzamides has been previously demonstrated as a viable process, but only with stoichiometric nickel(0). Investigations into a number of reaction variables, including solvent, ligand, and substrate substitution, have yielded multiple sets of conditions capable of achieving up to 10 catalyst turnovers, most successfully with the use of electron withdrawing nitrogen substituents on the phthalimide. In addition, these investigations have provided insight into the intermediates within the catalytic cycle and have revealed new approaches to the development of a general catalytic methodology.
Keywords
decarbonylation, alkylation, catalysis, imide, diorganozinc reagents
Recommended Citation
Repository citation: DeGlopper, Kimberly S.; Fodor, Sarah K.; Endean, Thomas BD; and Johnson, Jeffrey B., "Decarbonylative Cross Coupling of Phthalimides with Diorganozinc Reagents—Efforts Toward Catalysis" (2016). Faculty Publications. Paper 1420.
https://digitalcommons.hope.edu/faculty_publications/1420
Published in: Polyhedron, Volume 114, January 1, 2016. Copyright © 2016 Elsevier.
