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A Strategy to Avoid Anomalous O-Alkylation of 4-Hydroxyindole by Diethyl Bromomalonate.

✍ Scribed by George Papageorgiou; John E. T. Corrie


Book ID
101983237
Publisher
John Wiley and Sons
Year
2006
Weight
22 KB
Volume
37
Category
Article
ISSN
0931-7597

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A strategy to avoid anomalous O-alkylati
✍ George Papageorgiou; John E. T. Corrie πŸ“‚ Article πŸ“… 2005 πŸ› Journal of Heterocyclic Chemistry 🌐 English βš– 69 KB

Alkylation of 4-hydroxyindole with diethyl bromomalonate under standard conditions (potassium carbonate-acetone) gave the expected indolyloxymalonate ester 3 together with the anomalous indolyloxy-2-bromomalonate 4. Depending on conditions, the ratio of the two products varied between 4:1 and 1:2. P