Abstract
With 2-acetyl- and 2-formylpyrrole, salt formation is via proton addition to the carbonyl oxygen. In salt formation with pyrrole derivatives having an acetyl or formyl group at position 2, position 5 is deactivated for electrophilic substitution. With salts of 3-acetyl- and 3-formylpyrroles, position 2 is also deactivated, while position 5 is activated.
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Sklyar, Y.E., Evstigneeva, R.P. & Preobrazhenskii, N.A. Formation of salts from acetyl- and formylpyrroles, and pyrrole ring reactivity. Chem Heterocycl Compd 2, 152–155 (1967). https://doi.org/10.1007/BF00480959
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DOI: https://doi.org/10.1007/BF00480959