457914-37-3Relevant articles and documents
Anionic cycloaromatization of 1-aryl-3-hexen-1,5-diynes initiated by methoxide addition: Synthesis of phenanthridinones, benzo[c]phenanthridinones, and biaryls
Wu, Ming-Jung,Lin, Chi-Fong,Lu, Wen-Der
, p. 5907 - 5912 (2002)
Treatment of 2-((Z)-6-substituted-3-hexene-1,5-diynyl)benzonitriles with sodium methoxide in refluxing methanol in the presence of a polar aprotic solvent, such as DMSO, HMPA, THF, or 18-crown-6, gave phenanthridinones in 21-77% yields. In these cases, addition of 10% DMSO into the reaction mixture gave the highest yield. On the other hand, methanolysis of 2-(2-(2-alkynylphenyl)ethynyl)benzonitriles under the same reaction conditions gave benzo[c]phenanthridinones in 31-57% yields. Methanolysis of (Z)-1-aryl-3-hexen-1,5-diynes in the presence of 2 equiv of tetrabutylammonium iodide gave biaryls in 14-64% yields. It is found that the reactions with aryl groups bearing electron-withdrawing groups proceeded at greater rates and gave better yields.
Cytotoxicities and topoisomerase I inhibitory activities of 2-[2-(2-alkynylphenyl)ethynyl]benzonitriles, 1-aryldec-3-ene-1,5-diynes, and related bis(enediynyl)arene compounds
Lin, Chi-Fong,Lu, Wen-Der,Hsieh, Pei-Chen,Kuo, Yao-Haur,Chiu, Huey-Fen,Wang, Chyi-Jia,Wu, Ming-Jung
, p. 2564 - 2575 (2007/10/03)
The activities of a series of acyclic enediynes, 2-(6-substituted hex-3-ene-1,5-diynyl)benzonitriles (1-5) and their derivatives 7-23 were evaluated against several solid tumor cell lines and topoisomerase I. Compounds 1-5 show selective cytotoxicity with
