A Sonogashira Cross-Coupling/5-<i>exo</i>-dig Cyclization/Ionic Hydrogenation Sequence: Synthesis of 4‑Substituted 3‑Azabicyclo[3.1.0]hexan-2-ones from 2‑Iodocyclopropanecarboxamides
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Abstract
A variety
of 4-substituted 3-azabicyclo[3.1.0]hexan-2-ones have
been prepared from 2-iodocyclopropanecarboxamides by a three-step
sequence involving a copper-free Sonogashira coupling with terminal
aryl- or heteroarylalkynes, followed by a 5-<i>exo</i>-dig
cyclization and an ionic hydrogenation