"The electronic structure of the three heterocycles pyrrole, furan, and thiophene is similar to that of the aromatic cyclopentadienyl anion. The cyclopentadienyl anion may be viewed as a butadiene bridged by a negatively charged carbon whose electron pair is delocalized over the other four carbons. The heterocyclic analogs contain a neutral atom in that place, again bearing lone electron pairs. One of these pairs is similarly delocalized, furnishing the two electrons needed to satisfy the 4n + 2 rule."
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K. Peter C. Vollhardt, Neil E. Schore (2011) Organic chemistry : structure and function 6th ed. Ch. 25 : Heterocycles
https://en.wikiquote.org/wiki/Heterocyclic_compound
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Heterocyclic compound
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