A novel and convenient synthesis of 1H ‐pyrrole‐2,3,4,5‐tetracarboxylates is described. Photocyclization of 1,1′‐bis(methoxycarbonyl)divinylamine with acetylenedicarboxylates gave 7‐azabicyclo[2.2.1]hept‐2‐ene‐1,2,3,4‐tetracarboxylates 2a‐i, which on melting split ethylene off to yield 1H‐pyrrole‐2,3,4,5‐tetracarboxylates 3a‐i quantitatively.

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The photoinitiated reaction of 1,1′‐bis(methoxycarbonyl)divinylamine with various maleates and fumarates afforded novel 7‐azabicyclo[2.2.1]heptane‐1,2,3,4‐tetracarboxylates. The spectral investigation of the products showed that the reaction proceeded stereoselectively, retaining the original configuration of the reagents.

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