title: A facile synthesis of bispyrroloquinone and bispyrroloiminoquinone ring system of marine alkaloids.
abstract: 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/CH2Cl2solvent.
authors.affiliation: Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA.
authors.forename: Srinivasan
authors.initials: S
authors.lastname: Murugesan
authors.affiliation: Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA.
authors.forename: Dwayaja H
authors.initials: DH
authors.lastname: Nadkarni
authors.affiliation: Department of Chemistry, University of Alabama at Birmingham, 901 14 Street South, Birmingham, Alabama 35294, USA.
authors.forename: Sadanandan E
authors.initials: SE
authors.lastname: Velu