97039-86-6Relevant academic research and scientific papers
PHOTOCYCLOADDITION OF ETHENES TO CYANOANISOLES
Al-Jalal, Nader,Gilbert, Andrew,Heath, Peter
, p. 1449 - 1460 (2007/10/02)
The photoreactions of 2-, 3-, and 4-cyanoanisole with cis cyclo-octene, ethyl vinyl ether and acrylonitrile have been investigated.Additions of cyclo-alkene reflect control of the reaction by the methoxy group to give predominantly meta cycloadducts by 2,6-attack.In contrast these arenes and ethyl vinyl ether undergo ortho cycloaddition which in the case of the product from the 2-arene isomer, leads to a convenient high yield synthesis of the bicycloocta-2,7-diene (23).The reactions of acrylonitrile with 2- and 3-cyanoanisoles are slow and non-selective but ortho cycloadducts are formed from the 4-isomer which also undergoes novel photoaddition with the cyano group of both acrylonitrile and benzonitrile to give azacyclo-octatetraenes.
