112421-99-5Relevant academic research and scientific papers
Palladium-catalyzed intramolecular C(sp2)-H imidoylation for the synthesis of six-membered N-heterocycles
Li, Jing,He, Yimiao,Luo, Shuang,Lei, Jian,Wang, Jian,Xie, Zeqiang,Zhu, Qiang
, p. 2223 - 2230 (2015)
A new strategy for the construction of phenanthridine and isoquinoline scaffolds, starting from arenes containing a pending isocyanide moiety under palladium catalysis, has been developed. This process involves sequential intermolecular isocyanide inserti
6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine
Kobayashi, Eiji,Kishi, Atsushi,Togo, Hideo
, p. 7335 - 7347 (2019/11/22)
Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.
Preparation of Phenanthridines from o-Cyanobiaryls via Addition of Organic Lithiums to Nitriles and Imino Radical Cyclization with Iodine
Kishi, Atsushi,Moriyama, Katsuhiko,Togo, Hideo
, p. 11080 - 11088 (2018/09/12)
Simple treatment of 2-cyanobiaryls with methyllithium, ethylmagnesium bromide, butyllithium, phenyllithium, p-methylphenyllithium, etc., followed by the reaction with water and then with molecular iodine at 60 °C provided efficiently 6-methyl-, 6-ethyl-, 6-butyl-, 6-phenyl, 6-(p-methylphenyl)phenanthridines, etc., in good yields, respectively. Here, imines formed through the addition of carbanion onto the nitriles reacted with molecular iodine to form N-iodoimines smoothly, and their warming treatment induced the formation of imino radicals that smoothly cyclized onto the aryl group to give 6-alkyl- and 6-arylphenanthridines.
Potential Antitumor Agents. 55. 6-Phenylphenanthridine-4-carboxamides: A New Class of DNA-Intercalating Antitumor Agents
Atwell, Graham J.,Baguley, Bruce C.,Denny, William A.
, p. 774 - 779 (2007/10/02)
Derivatives of the DNA-intercalating agent N-phenanthridine-4-carboxamide (7) have been prepared and shown to have moderate in vivo antitumor activity against both the P388 leukemia and Lewis lung carcinoma.This demonstrates that t
