cs8b03861_si_002.cif (381.7 kB)
Merging π‑Acid and Pd Catalysis: Dearomatizing Spirocyclization/Cross-Coupling Cascade Reactions of Alkyne-Tethered Aromatics
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posted on 2018-12-04, 00:00 authored by Hon Eong Ho, Thomas C. Stephens, Thomas J. Payne, Peter O’Brien, Richard J. K. Taylor, William P. UnsworthA one-pot
protocol for the dearomatizing spirocyclization/cross-coupling
of alkyne-tethered indoles/pyrroles is described. Mechanistic studies
support a process by which palladium complexes generated in situ act
as both π-acid and cross-coupling catalysts. Overall, this facilitates
an efficient cascade process that enables the simultaneous preparation
of synthetically challenging quaternary spirocyclic carbons and tetrasubstituted
alkenes in a single operation.
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dearomatizingspirocyclizationindoleone-pot protocolcross-coupling catalystsAlkyne-Tethered Aromaticsquaternary spirocyclic carbonscascade processsyntheticallytetrasubstituted alkenesalkyne-tetheredpalladium complexesπ- acidPd CatalysisCascadeMergingDearomatizingpreparationSpirocyclizationMechanistic studies support
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