Synthesis of Indole Compounds Using Multifunctional Synthons
| Autor: | Takumi Abe |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
Calcium Phosphates
Mesylates Pharmacology Indole test Yuehchukene Indoles Vinyl Compounds Indole alkaloid Vinyl bromide Synthon Pharmaceutical Science Iminium Total synthesis Catalysis Indole Alkaloids chemistry.chemical_compound Alkaloids chemistry Cyclization Organic chemistry Imines Trifluoromethanesulfonate Copper Palladium |
| Zdroj: | YAKUGAKU ZASSHI. 133:99-106 |
| ISSN: | 1347-5231 0031-6903 |
| DOI: | 10.1248/yakushi.12-00233 |
| Popis: | This review describes a synthesis of indole compounds using multifunctional synthons. The multifunctional synthons, trienes and gramines, were respectively synthesized using Pd-catalyzed tandem cyclization/cross-coupling reaction of indolylborate with vinyl bromide, and reaction of indolylcuprate with iminium chloride. As an application of the multifunctional synthons to the indole alkaloids synthesis, we accomplished the total synthesis of ellipticine, 9-methoxyellipticine, 9-hydroxyellipticine, tetrahydroellipticine, μ-alkaloid B, μ-alkaloid D, calothrixin A, calothrixin B, tubifoline, and yuehchukene. We have also developed 6π-electrocyclization of hexatrienes catalyzed by Cu(I) trifluoromethanesulfonate toluene complexe, which is unprecedented. |
| Databáze: | OpenAIRE |
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