Title

Michael Addition With an Olefinic Pyridine: Organometallic Nucleophiles and Carbon Electrophiles

Author ORCID Identifier

Douglas Klumpp:https://orcid.org/0000-0001-5271-699X

Publication Title

Journal of Organic Chemistry

ISSN

00223263

E-ISSN

15206904

Document Type

Article

Abstract

The conjugate addition reactions of trans-1,2-di(2-pyridyl)- ethylene have been studied. This substrate reacts with organolithium nucleophiles, and the resulting anionic intermediates may be trapped by proton or various carbonyl-based electrophiles. It is suggested that the dipyridyl structure stabilizes the intermediate carbanion, allowing the Michael adduct to be captured by an added electrophile.

First Page

12740

Last Page

12746

Publication Date

10-2-2020

DOI

10.1021/acs.joc.0c00823

Department

Department of Chemistry and Biochemistry

COinS