SummaryA mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic π-cyclization.
Synthesis of 8-Aryl-Substituted Benzo[a]phenanthridine Derivatives by Consecutive Three-Component Tandem Reaction and 6-endo Carbocyclization. -The ICl-promoted reaction of quinolines (I) introduces a 7-iodo substituent into the benzo[a]phenanthridine skeleton and allows further functionalization by Pd-catalyzed coupling reactions. Similarly, Au-catalyzed cyclization produces the parent benzo[a]phenanthridines in fair yields. -(MANDADAPU, A. K.; DATHI, M. D.; ARIGELA, R. K.; KUNDU*, B.; Tetrahedron 68 (2012) 39, 8207-8215, http://dx.
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