42970-52-5Relevant articles and documents
Solvent-free and transition metal catalyst-free synthesis of indolo[1,2-f]phenanthridine from 6-chlorophenanthridine
Ageshina, A. A.,Asachenko, A. F.,Drokin, E. A.,Lysenko, A. N.,Minaeva, L. I.,Nechaev, M. S.,Rzhevskiy, S. A.,Sterligov, G. K.,Topchiy, M. A.
, p. 479 - 483 (2022/05/02)
A new easily scalable synthesis of the important for materials chemistry indolo[1,2-f]phenanthridine from commercially available 6-chlorophenanthridine was developed. The suggested transition metal catalyst-free and solvent-free procedure is more ecologically friendly and cost efficient then the known methods. The yields of indolo[1,2-f]phenanthridine synthesized from 6-chlorophenanthridine in three steps were 20% and 26% if the cyclization was carried out solvent-free and in THF in the presence of lithium 2,2,6,6-tetramethylpiperidide, respectively.
Nickel-Catalyzed Denitrogenative Annulation of 1,2,3-Benzotriazin-4-(3H)-ones with Benzynes for Construction of Phenanthridinone Scaffolds
Thorat, Vijaykumar H.,Upadhyay, Nitinkumar Satyadev,Murakami, Masahiro,Cheng, Chien-Hong
supporting information, p. 284 - 289 (2017/12/26)
The synthesis of phenanthridinones via denitrogenative annulation of 1,2,3-benzotriazin-4-(3H)-ones with arynes catalysed by Ni(0)/dppm was successfully developed. A variety of phenanthridinones were prepared in good to excellent yields. Based on this method, nature product, N-methylcrinasidine, was synthesized. (Figure presented.).
Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope to o-Chlorobenzamides
Liu, Hailong,Han, Weibiao,Li, Chun,Ma, Zhiyong,Li, Ruixiang,Zheng, Xueli,Fu, Haiyan,Chen, Hua
supporting information, p. 389 - 393 (2016/02/18)
A highly efficient construction of phenanthridinone derivatives from o-halobenzamides was developed by using a phosphine-free palladium catalyst in N,N-dimethylacetamide. The domino reaction proceeds through a sequential C-C and C-N bond-formation process in one pot. This protocol exhibits broad substrate scope and affords a series of phenanthridinones in up to 93 % yield. Importantly, the protocol could also be applied for the less reactive o-chlorobenzamides. The approach constitutes the first example of the synthesis of phenanthridinones from this kind of substrate. Moreover, the success of a gram-scale reaction demonstrated that this operationally simple process is scalable.