Oxidative Decarboxylation of Some Bicyclo[4,1,0]hept-3-ene-1,6-dicarboxylic Acids

Abstract

Treatment of the bicyclo[4,1,0]hept-3-ene-1,6-dicarboxylic acids (6d-f) with lead tetraacetate under a variety of conditions results in oxidative decarboxylation and formation of the isobenzofuranl(3H)-ones (9a-c) and (10c). In addition, the corresponding acid anhydrides (7a-c) are formed and these are resistant to oxidative decarboxylation.