A. Almerico, G. Cirrincione, P. Diana
May 1, 1995
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Influential Citations
19
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Journal
Journal of Heterocyclic Chemistry
Abstract
2-Aminoheterocycles (pyrrole, furan, and thiophene) exist in solution in the amino form of type 1 and 5. They undergo protonation at the exocyclic nitrogen in DMSO/TFA and protonation at position 5 in TFA. However when the electrophile is different from proton the 2-aminoheterocyles do not react as enamines (C-acylation is never observed), but their behavior is typical of aromatic amines, giving rise to N-acylated product of type 9.