N-n-Butyl- and N-ethyl-isoindole react with dimethyl acetylenedicarboxylate to give rearranged 1 : 2 adducts, whereas with ethyl propiolate diethyl 3,3′-oxydiacrylate is obtained. Several 1,2,3,4,7-pentasubstituted isoindoles give 1 : 1 adducts with dimethyl acetylenedicarboxylate, and their failure to form 1 : 2 adducts is ascribed to steric effects.
L. J. Kricka and J. M. Vernon, J. Chem. Soc., Perkin Trans. 1, 1972, 904 DOI: 10.1039/P19720000904
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