A facile synthesis of bispyrroloquinone and bispyrroloiminoquinone ring system of marine alkaloids.
| Autor: | Murugesan S; Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA., Nadkarni DH; Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA., Velu SE; Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA. |
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| Jazyk: | angličtina |
| Zdroj: | Tetrahedron letters [Tetrahedron Lett] 2009 Jun 24; Vol. 50 (25), pp. 3074-3076. |
| DOI: | 10.1016/j.tetlet.2009.04.021 |
| Abstrakt: | Bispyrroloquinone and bispyrroloiminoquinone are two important polycyclic ring systems present in biologically active marine alkaloids such as Zyzzyanones, tsitsikammamines and wakayin. A facile synthesis of these two ring systems starting from a 6-benzylamino indole-4,7-quinone or 6-benzylamino pyrroloiminoquinone is described here. This chemistry involves the construction of a pyrrole ring in a single step by treatment of the starting reagents with ethyl acetoacetate or phenylbutane-1,3-dione in the presence of ceric ammonium nitrate in MeOH/CH |
| Databáze: | MEDLINE |
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