DIELS-ALDER CYCLOADDITION OF METHACROLEIN N,N-DIMETHYLHYDRAZONE TO 1,4-NAPHTHOQUINONE DERIVATIVES

Citation
Am. Jimenez et al., DIELS-ALDER CYCLOADDITION OF METHACROLEIN N,N-DIMETHYLHYDRAZONE TO 1,4-NAPHTHOQUINONE DERIVATIVES, Heterocycles, 48(9), 1998, pp. 1867-1878
Citations number
42
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
48
Issue
9
Year of publication
1998
Pages
1867 - 1878
Database
ISI
SICI code
0385-5414(1998)48:9<1867:DCOMNT>2.0.ZU;2-L
Abstract
Diels-Alder cycloadditions of naphthoquinone derivatives (3-8) with me thacrolein N,N-dimethylhydrazone (9) have been investigated. In the re action with the quinones (3-4) and (8) the initial cycloadducts (10, 1 1 and 17a,b) were isolated in good yields. However, the cycloaddition with quinones (5-7) affords directly the corresponding aromatized azaa nthraquinones (12, 15a acid 16a,b) in good yields.