
%0 Journal Article
%A Anthony, IJ 
%A Wege, D 
%T The addition of benzyne to benzofuran. A ready route to Benz[<I>e</I>]acephenanthrylene
%J Australian Journal of Chemistry
%D 1984/06/01
%V 37
%N 6
%P 1283-1292
%K 
%R https://doi.org/10.1071/CH9841283
%U https://www.publish.csiro.au/paper/CH9841283 
%X The title reaction affords the 2+2 cycloadduct cis-4b,9b-dihydrobenzo[3,4]cyclobuta[1,2-b]benzofuran (13) together with the bis-adduct (4a&#945;,8b&#945;,9&#946;,13b &#946;)-8b,9-dihydro-9,13b-epoxy-13bH- benzo[3,4]cyclobuta[l,2-k]phenanthrene (14) in a ratio of c. 1 : 8. The mechanism of formation of these adducts is suggested to occur through a non-concerted pathway. Treatment of (14) with acid results in rearrangement and dehydration to give benz[e]acephenanthrylene in good yield. 
