24896-50-2Relevant academic research and scientific papers
Metal-Free Synthesis of Benzo[a]phenanthridines from Aromatic Aldehydes, Cyclohexanones, and Aromatic Amines
Chen, Shanping,Deng, Guo-Jun,Jiang, Pingyu,Jiang, Shuxin,Shan, Zhifei,Wang, Quanyuan,Zheng, Haolin
supporting information, p. 365 - 370 (2021/12/27)
A three-component synthesis of benzo[α]phenanthridines from aromatic aldehydes, cyclohexanones, and aromatic amines has been developed, which is mediated by KI/DMSO/camphorsulfonic acid to afford a variety of functionalized benzo[α]phenanthridines in satisfactory yields. The present strategy provides a biaryl motif ortho to the nitrogen atom which has the potential to be used as ligand by further modification. With the advantages of readily available starting materials, transition-metal-free conditions, gram-scale synthesis, and broad substrate scope, this three-component protocol provides an efficient approach for the preparation of diverse benzo[α]phenanthridines.
Synthesis of 5-aryl-1,2,3,4-tetrahydrobenzo[a]phenanthridines
Kozlov,Basalaeva
, p. 250 - 256 (2007/10/03)
Previously unknown derivatives of tetrahydro[a]phenanthridine containing annelated benzoquinoline and cyclohexene nuclei were prepared by condensation of azomethines of the 2-naphthylamine series with cyclohexanone. The possibility of synthesis of such compounds without preliminarily preparing Schiff bases was demonstrated. The effect of substituents in the aromatic ring of the azomethine on the yield of the target products was elucidated. The IR, UV, 1H NMR, and mass spectra of the synthesized compounds were discussed.
