Cascade Reaction of Morita–Baylis–Hillman Acetates with 1,1-Enediamines or Heterocyclic Ketene Aminals: Synthesis of Highly Functionalized 2‑Aminopyrroles

A new strategy for the construction
of two kinds of fully substituted
pyrroles, including 2-aminopyrroles and bicyclic pyrroles from Morita–Baylis–Hillman
(MBH) acetates with 1,1-enediamines (EDAMs), or heterocyclic ketene
aminals (HKAs) via base-promoted tandem Michael addition, elimination,
and aromatization sequence has been developed, affording the expected
products in moderate to excellent yields. This methodology is a highly
efficient, concise way to access 2-aminopyrroles or bicyclic pyrroles
with diversity in molecular structures from accessible building blocks
under moderate reaction conditions.