Preparation of Gamma-Lactams via a Nickel-Catalyzed Addition of In Situ Generated Diorganozinc Reagents to Imides

Student Author(s)

Kimberly DeGlopper
Joseph Dennis
Catherine Calyore

Faculty Mentor(s)

Dr. Jeffrey Johnson

Document Type

Poster

Event Date

4-11-2014

Abstract

A range of .-hydroxy-lactams have been prepared from the selective direct addition of in-situ prepared diorganozinc nucleophiles to N-substituted aryl phthalimides with catalytic amounts of Ni(COD)2 and PPh3.

A wide range of substituted phthalimides and diarylzinc nucleophiles varying in electronic character have been prepared by condensation and lithium-halogen exchange reactions respectively. Diarylzinc reagents were added directly to the N-phenyl phthalimide without purification. The preparation of imides and nucleophiles is shown below: (see abstract book for image)

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Comments

This research was supported by the Towsley Foundation, the Camille and Henry Dreyfus Foundation Inc., and the National Science Foundation.