Thiophene‐3,4‐dicarbaldehyde 1 reacts in the presence of 2‐mercaptoethanol to yield N‐aryl‐5,6‐dihydro‐4‐oxo‐4H‐thieno[3,4‐c]pyrroles 2 and N‐aryl‐4‐arylimino‐5,6‐dihydro‐4H‐thieno[3,4‐c]pyrroles 3, while thiophene 2,3‐dicarbaldehyde 4 reacts with aromatic amines to give N‐aryl‐5,6‐dihydro‐6‐oxo‐4H‐thieno[2,3‐c]pyrroles 5 in good yields. Labeling experiments and nmr spectral analysis give evidences for the possible reaction mechanism.
Thiophene‐3,4‐dicarboxaldehyde (I) undergoes cyclization with the primary amines (II) in the presence of 2‐mercaptoethanol, forming the thienopyrrolinones (III).
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