The Anion of 4-Dimethoxymethylpyridine. A Convenient Synthesis of Some 4-Pyridyl Ketones A convienient synthesis of some 4-pyridyl ketones
- 1 July 1993
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 23 (14), 1967-1971
- https://doi.org/10.1080/00397919308009855
Abstract
N-Butyllithium at −78°C abstracts the methine proton from 4-dimethoxymethylpyridine. The anion reacts efficiently with electrophiles. Simple ketal products can be readily hydrolysed to 4-pyridyl ketones.Keywords
This publication has 6 references indexed in Scilit:
- A preparation of unsymmetrical .alpha.-diketonesThe Journal of Organic Chemistry, 1992
- A convenient preparation of symmetrical and unsymmetrical 1,2-diketones: application to fluorinated phenytoin synthesisTetrahedron, 1992
- Remote Controlled Nucleophilicity, 21: Lithiated Cα-Substituted 4-MethylpyridinesSynthesis, 1991
- Stereoelectronic effects on metallation of 1,3-dioxanesTetrahedron Letters, 1979
- 2-aryl acetals as acyl anion equivalentsTetrahedron Letters, 1979
- The Acid-catalyzed Hydrolysis of 4-Dimethoxymethylpyridinium IonJournal of the American Chemical Society, 1963