Canadian Journal of Chemistry

Photo-additions of aromatic hydrocarbons-indene and naphthalene with acrylonitrile

JJ McCullough, CW Huang

Index: McCullough,J.J.; Huang,C.W. Canadian Journal of Chemistry, 1969 , vol. 47, p. 757 - 766

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Citation Number: 21

Abstract

The photolyses of indene and naphthalene with acrylonitrile have been studied, and the products characterized. Indene reacts with acrylonitrile when the hydrocarbon absorbs light, or when a triplet sensitizer (acetophenone) is absorbing. Photolysis under the former conditions in ethanol yields 2-(1-indenylpropionitrile)(70%), 2-(3-indenylpropionitrile)(10%), and 6-cyano-2, 3-benzobicyclo [3, 2, 0] hept-2-ene (20%). Base-catalyzed isomerizations ...