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Synthesis of pentacyclic 13-azadibenzo[a,de]anthracenes via anionic cascade ring closure
Jesper L Kristensen1, Per Vedsø, Mikael Begtrup
1Department of Medicinal Chemistry, The Danish University of Pharmaceutical Sciences, Universitetsparken 2, 2100 Copenhagen, Denmark. jekr@dfh.dk
The Journal of Organic Chemistry
|May 10, 2003
Abstract:
Bromine-lithium exchange using tert-butyllithium at -78 degrees C initiates a cascade process whereby either xanthone derivatives or pentacyclic 13-azadibenzo[a,de]anthracenes are produced in high yields. The reaction proceeds via a sequential intramolecular trapping of organolithium intermediates.