41001-66-5Relevant academic research and scientific papers
Synthesis of phenanthridine derivatives via photolysis
Linsenmeier, Anna M.,Williams, Craig M.,Braese, Stefan
, p. 9127 - 9132 (2011/12/04)
An improved photochemical method for producing the prolifically bioactive phenanthridine system is reported. A wide variety of derivatives were obtained in two steps in yields ranging from 31 to 95%.
Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis
Buden, Maria E.,Dorn, Viviana B.,Gamba, Martina,Pierini, Adriana B.,Rossi, Roberto A.
experimental part, p. 2206 - 2218 (2010/06/17)
The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(orrAo-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of orthohalobenzylchlorides with different arylamines. The reaction of the anions of a diverse set N-(orthohalobenzyl)arylamines was studied, and the methodology was extended to the synthesis of trispheridine, a natural product, in very good yield, In order to explain the regiochemical outcome of these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.
