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A series of alkyl 1‐(aryl)‐2‐pyrrolecarboxylates were prepared by the condensation of the appropriate aniline with methyl tetrahydro‐2,5‐dimethoxy‐2‐furancarboxylate in refluxing acetic acid. It was found that condensation proceeds even in substituents possessing steric bulk are present in the ortho positions of the aniline. Strong electron withdrawing substituents if conjugated to the nitrogen diverts the reaction from product to unidentified tars.
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Kiely et al. (1987) studied this question.
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