117873-05-9Relevant academic research and scientific papers
Use of α-Anilino Dienenitriles as Nucleophiles in Cycloadditions
Fang, Jim-Min,Yang,Chau-Chen,Wang, Yu-Wen
, p. 477 - 481 (2007/10/02)
The α-anilino dienenitriles 1-5 were prepared.The dienes 1-3 reacted with dichlorocarbene and electrophiles containing electron-deficient double bonds such as maleic anhydride, benzoquinone, dimethyl acetylenedicarboxylate, tetracyanoethylene, and chlorosulphonyl isocyanate.The diarylmethylamines 8-10, generated by cycloaddition of α-anilino dienenitriles and maleic anhydride, were successfully transformed into acridones 15-17.Intramolecular cyclization of trienes 4 and 5 yielded the carbazoles and dihydro derivatives, accompanied by formation of 2-cyano-1-methylindole.
