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
Recommended Citation
Klumpp, Douglas A. and Stentzel, Michael R., "Michael Addition With an Olefinic Pyridine: Organometallic Nucleophiles and Carbon Electrophiles" (2020). NIU Bibliography. 299.
https://huskiecommons.lib.niu.edu/niubib/299
Department
Department of Chemistry and Biochemistry
