Aldol-type and claisen condensation reactions of 1,3,6-and 1,3,7-trimethyllumazines
Muranishi, S; Soyka, R; Pfleiderer, W
| HERO ID | 4935912 |
|---|---|
| In Press | No |
| Year | 2004 |
| Title | Aldol-type and claisen condensation reactions of 1,3,6-and 1,3,7-trimethyllumazines |
| Authors | Muranishi, S; Soyka, R; Pfleiderer, W |
| Volume | 15 |
| Issue | 1 |
| Page Numbers | 10-19 |
| Abstract | Various side-chain modifications of 6- and 7-substituted 1,3-dimethyl-lumazines are described. Wittig reactions with 1,3-dimethyllumazin-6- (13) and 1,3-dimethyllumazin-7-yl-methyltriphenylphosphonium bromide (10) lead to styryl derivates (8, 9, 14) as well as a variety of structural analoges 15 - 27. Compound 10 could be converted by DBU in the stable 1,3-dimethyllumazin-7-yl-triphenylphosphoniumylide (11). 1,3.6-Trimethyl- (1) and 6-benzyl- 1,3-dimethyllumazine (29) have been subject for Claisen-condensations with ethyl oxalate to give 28 and 30. 1,3-Dimethyllumazine-6-carbonylchloride (33) reacted well with the ethoxy-magnesium salt of ethyl malonate, ethyl cyanoacetate, ethyl acetacetate and malononitrile to form elongated side-chains (34 - 37). |
| Wosid | WOS:000221890100002 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Journal:PTERIDINES 0933-4807 |
| Is Public | Yes |
| Keyword | lumazines synthesis; claisen condensation |