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[Bisbenzofuro[3,2-b: 2',3'-e]pyridines]
1Institut für Pharmazeutische Chemie der Technischen Universität Braunschweig, Germany. k.goerlitzer@tu-bs.de
Die Pharmazie
|September 24, 2004
Summary
Potassium 3-enaminobenzo[b]furan-2-carboxylate heated in acetic acid to 110°C formed a pentacyclic acetate. Subsequent hydrolysis and decarboxylation yielded 6-methyl-bis[1]benzofuro[3,2-b: 2
Area of Science:
- Organic Chemistry
- Heterocyclic Chemistry
Context:
- Synthesis of complex heterocyclic compounds.
- Benzo[b]furan derivatives.
Purpose:
- To synthesize 6-methyl-bis[1]benzofuro[3,2-b: 2',3'-e]pyridine.
- Investigate reactions of potassium 3-enaminobenzo[b]furan-2-carboxylate.
Summary:
- Heating potassium 3-enaminobenzo[b]furan-2-carboxylate in acetic acid at 110°C produced pentacyclic acetate 6.
- Hydrolysis of ester 6 yielded acetic acid 7, which readily decarboxylated to form 6-methyl-bis[1]benzofuro[3,2-b: 2',3'-e]pyridine (8).
Impact:
- Provides a synthetic route to a specific bis[1]benzofuro[3,2-b: 2',3'-e]pyridine derivative.
- Demonstrates a novel cyclization and decarboxylation pathway.