23002-14-4Relevant articles and documents
A free radical cascade cyclization of isocyanides with simple alkanes and alcohols
Li, Zejiang,Fan, Fenghua,Yang, Jie,Liu, Zhong-Quan
supporting information, p. 3396 - 3399 (2014/07/08)
A copper-catalyzed free-radical cascade cyclization of isocyanides with simple alkanes and alcohols was developed, which allowed convenient access to various alkyl-substituted phenanthridines.
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.