- Richard S. Givens Chair in Chemistry
- Associate Chair for Graduate Studies
1567 Irving Hill Rd
Lawrence, KS 66045
Decarboxylative Metalation Reactions in Organic Synthesis. We are establishing a program based on the catalytic generation of reactive organometallic species through decarboxylation. The loss of gaseous CO2 provides a thermodynamic driving force that allows the formation of reactive intermediates under exceptionally mild conditions. Based on this premise, we have recently developed an asymmetric decarboxylative allylation reaction as well as decarboxylative olefin insertion. In these reactions, reactive enolates are regiospecifically formed under non-basic conditions.
Combinatorial Synthesis through Catalytic Hydroarylation. The functionalization of C-H bonds is a major goal in synthetic chemistry. We are interested in the use of C-H functionalization for the combinatorial synthesis of a diverse array of heterocyclic structures. Furthermore, we are interested in studying the mechanisms of C-H functionalizations since it is my belief that understanding how these reactions take place will allow us to develop new catalysts for the activation and functionalization of C-H bonds.
Selected Publications —
Jana, R.; Tunge, J. A. “A Homogeneous, Recyclable Rhodium(I) Catalyst for the Hydroarylation of Michael Acceptors“ Org. Lett. 2009, 11, 971-974.
Weaver, J. D.; Tunge, J. A. “Decarboxylative Allylation using Sulfones as Surrogates of Alkanes” Org. Lett. 2008, 10, 4657-4660.
Wang, C.; Tunge, J. A. “Asymmetric Cycloadditions of Palladium-Polarized Aza-o-xylylenes” J. Am. Chem. Soc. 2008, 130, 8118-8119.
Li, K.; Tunge, J. A. “Chemical Libraries via Sequential C-H Functionalization of Phenols” J. Comb. Chem. 2008, 10, 170-174.
Waetzig, S. R.; Tunge, J. A. “Palladium-Catalyzed Decarboxylative sp3-sp3 Coupling of Nitrobenzene Acetic Esters” J. Am. Chem. Soc. 2007, 129, 14860-14861.
Rayabarapu, D. K.; Tunge, J. A. “Catalytic Decarboxylative sp-sp3 Coupling” J. Am. Chem. Soc. 2005, 127, 13510-13511.
Burger, E. C.; Tunge, J. A. “Asymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate” Org. Lett. 2004, 6, 4113-4115.