254108-92-4Relevant academic research and scientific papers
Thermolysis of 2-(3-phenylsulfonyiprop-l-ynyl)benzonitrile: An aza-Myers type cyclization to isoquinolines
Wu, Ming-Jung,Lin, Chi-Fong,Chen, Shang-Hung,Lee, Fang-Chen
, p. 2875 - 2876 (1999)
Thermolysis of 2-(3-phenylsulfonylprop-l-ynyl)benzonitrile (3) in refluxing benzene containing cyclohexa-1,4diene and triethylamine gave isoquinolone 4 in 7% yield and compound 5 in 10% yield and 14% of the starting material was recovered. When this cyclizatioen reaction was carried out under oxygen atmosphere, compound 4 was isolated in 14% yield and 20% of the starting,benzonitrile 3 was recovered. Under refluxing carbon tetrachloride, cyclizatioen of 3 gave the chloroisoquinoline 6 in 18% yield and 5 in 22% yield. The isolation of compounds 4 and 6 strongly suggests the formation of biradical 8 through a (Z)hexa-2,4,5-trienenitriIe intermediate 7. The Royal Society of Chemistry 1999.
