Hydrolysis and Cyclization of Methyl 2-alkynyl-benzoates
| Autor: | Liao Gan Chi, 廖贛吉 |
|---|---|
| Rok vydání: | 1999 |
| Druh dokumentu: | 學位論文 ; thesis |
| Popis: | 87 Hydrolysis of methyl 2-(2-arylethynyl)benzoate with lithium hydroxide in methanol gave, after acidification with hydrochloric acid, the corresponding carboxylic acid in 76-93% yields. However, under the same reaction condition, hydrolysis of methyl 2-(2-alkylethynyl)benzoates gave isocoumarins as the major products. The yields are from 4% to 48%. In some cases, the alkylidene phthalides were also obtained in 12-25%. We have extended this methodology to the hydrolysis of methyl 2-(6-substitued-3(Z)-hexen-1,5-diynyl)benzoate. Only the 3-enynylisocoumarin derivatives were isolated in 5-73% yields. No anticipated benzo[c]isocoumarins was obtained. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
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