Observations on the DDQ oxidation of 1-acyldihydropyridines - A synthetic application

Authors
Wallace, DJ Gibb, AD Cottrell, IF Kennedy, DJ Brands, KMJ Dolling, UH
Citation
Dj. Wallace et al., Observations on the DDQ oxidation of 1-acyldihydropyridines - A synthetic application, SYNTHESIS-S, (12), 2001, pp. 1784-1789
Citations number
41
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
12
Year of publication
2001
Pages
1784 - 1789
Database
ISI
SICI code
0039-7881(200109):12<1784:OOTDOO>2.0.ZU;2-C
Abstract
A synthetic application of the rate difference in oxidation of regioisomeri cally substituted N-acyldihydropyridines is reported. This has allowed for isolation of pure 4-substituted pyridine isomers without the need for chrom atography. Diels-Alder adducts between a dihydropyridine and DDQ were isola ted and formation of novel hydroquinone ethers was also observed during som e reactions.