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A facile synthesis of 7-chloromethyl-1H-indole-2-carboxylates: Replacement of a sulfonic acid functionality by chlorine

✍ Scribed by Béla Pete; Frigyes Varga; János Kovács

Publisher
Journal of Heterocyclic Chemistry
Year
2005
Tongue
English
Weight
67 KB
Volume
42
Category
Article
ISSN
0022-152X

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✦ Synopsis

Valuable new synthetic intermediates, 7-chloromethyl-1H-indole-2-carboxylates (3a-d), were prepared by the facile elimination of sulfur dioxide under the influence of thionyl chloride from 2-ethoxycarbonyl-1H-indole-7-methanesulfonic acids (1a-d), easily accessible by Fischer-type indolisation. The 7-chloromethylindoles easily underwent methanolysis and aminolysis.

📜 SIMILAR VOLUMES

Synthesis of 5-substituted indole deriva
Synthesis of 5-substituted indole derivatives. Part 3: A facile synthesis of 5-chloromethyl-1H-indole-2-carboxylates: replacement of sulfonic acid functionality by chlorine
✍ Béla Pete; László Tőke 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 71 KB

Valuable new synthetic intermediates, 5-chloromethyl-1H-indole-2-carboxylates, were prepared by the elimination of SO 2 from 2-ethoxycarbonyl-1H-indole-5-methanesulfonic acids, which are easily accessible by Fischer-type indolization.