1453097-98-7Relevant academic research and scientific papers
An approach to 6-trifluoromethyl-phenanthridines through visible-light-mediated intramolecular radical cyclization of trifluoroacetimidoyl chlorides
Fu, Weijun,Zhu, Mei,Xu, Fengjuan,Fu, Yuqin,Xu, Chen,Zou, Dapeng
, p. 17226 - 17229 (2014)
A mild and efficient visible light-mediated intramolecular radical cyclization of trifluoroacetimidoyl chlorides is developed for the synthesis of 6-(trifluoromethyl)phenanthridine derivatives. The reaction involves the generation of radical intermediates from C(sp2)-Cl bonds and a homolytic radical aromatic substitution (HAS) process.
Palladium-catalyzed intramolecular C-H bond functionalization of trifluoroacetimidoyl chloride derivatives: Synthesis of 6-trifluoromethyl- phenanthridines
Zhu, Mei,Fu, Weijun,Zou, Guanglong,Xu, Chen,Wang, Zhiqiang
, p. 23 - 27 (2014)
Highly efficient approaches to obtain 6-trifluoromethyl-phenanthridine derivatives have been realized through the palladium-catalyzed intramolecular C-H bond functionalization of trifluoroacetimidoyl chlorides. The reaction allows the direct formation of
Isocyanide insertion: De novo synthesis of trifluoromethylated phenanthridine derivatives
Cheng, Yuanzheng,Jiang, Heng,Zhang, Yan,Yu, Shouyun
, p. 5520 - 5523 (2013)
A mechanistically new strategy has been described for the simple, practical, and environmentally friendly preparation of 6-(trifluoromethyl) phenanthridine derivatives using ionic isocyanide insertion from biphenyl isocyanide derivatives and Umemoto's reagent. These reactions were promoted only by inorganic base in good-to-excellent chemical yields without any external stoichiometric oxidants and radical initiators.
Synthesis of 6-Trifluoromethylphenanthridines through Radical Trifluoromethylation of Isocyanides with Sodium Triflinate under Visible Light
Li, Jianbin,Caiuby, Clarice A. D.,Paix?o, Márcio W.,Li, Chao-Jun
supporting information, p. 2498 - 2503 (2018/02/06)
Trifluoromethylation enabled by photochemistry enriched the toolbox of synthetic chemists, to allow the simple and efficient installation of CF3 groups in organic molecules. Herein, we report a cascade addition/annulation reaction of 2-isocyanobiphenyls towards the synthesis of 6-trifluoromethylphenanthridines. It is proposed that this reaction is triggered by the CF3 radical generated from photoexcited 2,3-butanedione (diacetyl) and sodium triflinate. In contrast to classical aromatic trifluoromethylations, this work does not require any additives and features formation of a C–CF3 bond with concomitant construction of an aromatic scaffold.
Light triggered addition/annulation of 2-isocyanobiphenyls toward 6-trifluoromethyl-phenanthridines under photocatalyst-free conditions
Tang, Xiangyang,Song, Shuang,Liu, Cuibo,Zhu, Rongjiao,Zhang, Bin
, p. 76363 - 76367 (2015/09/28)
A photocatalyst-free, light promoted sequential radical addition/annulation of 2-isocyanobiphenyls to 6-trifluoromethyl phenanthridines is presented. Wide substrate scopes and scale-up experiment demonstrate the promising efficiency and utility of this st
PhI(OAc)2-mediated synthesis of 6-(trifluoromethyl) phenanthridines by oxidative cyclization of 2-isocyanobiphenyls with CF 3SiMe3 under metal-free conditions
Wang, Qile,Dong, Xichang,Xiao, Tiebo,Zhou, Lei
, p. 4846 - 4849 (2013/10/08)
A mild and efficient method for the synthesis of 6-(trifluoromethyl) phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C-CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle.
