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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Expeditious Access to Functionalized Tricyclic Pyrrolo-Pyridones via Tandem or Sequential C-N/C-C Bond Formations
Shaun M Fillery1, Clare L Gregson1, Carine M Guérot1
1Medicinal Chemistry, Oncology R&D , AstraZeneca, Cambridge , U.K.
Abstract:
The facile synthesis of both saturated and unsaturated tricyclic pyrrolo-pyridones starting from a single readily available, common monocyclic reagent has been developed. An intermolecular annulation via a tandem Buchwald-Hartwig/Heck reaction led to the synthesis of β-carbolinones. The analogous semisaturated tricyclic pyrrolo-pyridones were prepared in good to excellent yields by sequential Buchwald-Hartwig and Fischer indole reactions. The methods feature mild reaction conditions and good functional group tolerance.
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