457914-47-5Relevant articles and documents
Pharmaceutical compositions comprising aryl-substituted acyclic enediyne compounds
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Page column 19, (2008/06/13)
A pharmaceutical compositions comprises a compound of formula (I): or a pharmaceutically acceptable salt thereof: wherein R1═R2 ═H; or R1 and R2 together form a moiety represented by the formula R3 re
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 (2007/10/03)
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.
