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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
General one-pot, two-step protocol accessing a range of novel polycyclic heterocycles with high skeletal diversity
Zhigang Xu1, Muhammad Ayaz, Alexandra A Cappelli
1College of Pharmacy, The University of Arizona, Oro Valley, 85737, United States.
Abstract:
An Ugi one-pot three-component four-center reaction was coupled with a subsequent acid mediated cyclodehydration step to furnish a multitude of unique scaffolds having in common an embedded or attached benzimidazole and often a ring system formed through lactamization. Using combinations of tethered Ugi inputs typically via tethered acid-ketone inputs and supporting reagents containing masked internal nucleophiles, such scaffolds were produced in good to excellent yields in an operationally friendly manner.
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