Syntheses and structure elucidation of dimethylaminovinyl substituted 1,3-oxazines and pyrazolo[3,4-d][3,1]oxazine derivatives

Citation
Zj. Wang et al., Syntheses and structure elucidation of dimethylaminovinyl substituted 1,3-oxazines and pyrazolo[3,4-d][3,1]oxazine derivatives, HETEROCYCLE, 51(12), 1999, pp. 2893-2905
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
51
Issue
12
Year of publication
1999
Pages
2893 - 2905
Database
ISI
SICI code
0385-5414(199912)51:12<2893:SASEOD>2.0.ZU;2-9
Abstract
Potassium methyl dicyanoacetate (1) reacted with (3,3-dichloro-2-propenylid ene)dimethylammonium chloride (2) to yield a mixture (1:1) of E- and Z-4-ch loro-5-cyano-2 -(N, N-dimethylimmonio)ethyliden-6-oxido-1,3-oxazines (3) wh ich reacted further with different amines and arylhydrazines to 1,3-oxazine and pyrazolo[3,4-d][3,1]oxazine derivatives respectively. The products exi st surprisingly only as E- configuration. The structures were elucidated un ambiguously with a X-Ray diffraction analysis and NMR experiments.