Diverting β‑Hydride Elimination of a π‑Allyl PdII Carbene Complex for the Assembly of Disubstituted Indolines via a Highly Diastereoselective (4 + 1)-Cycloaddition

Diverting β‑Hydride Elimination of a π‑Allyl PdII Carbene Complex for the Assembly of Disubstituted Indolines via a Highly Diastereoselective (4 + 1)-Cycloaddition

A Pd0-catalyzed formal (4 + 1)-cycloaddition approach to 2,3-disubstituted dihydroindoles is described. The diastereoselective formation of dihydroindoles that is highlighted by a carbene migratory insertion/reductive elimination sequence proceeding via a π-allyl PdII-species compliments existing me...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (16), p.6605-6609
Hauptverfasser: Tucker, Zachary D, Hill, Harrison M, Smith, Andrew L, Ashfeld, Brandon L
Format: Artikel
Sprache:eng
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Zusammenfassung:A Pd0-catalyzed formal (4 + 1)-cycloaddition approach to 2,3-disubstituted dihydroindoles is described. The diastereoselective formation of dihydroindoles that is highlighted by a carbene migratory insertion/reductive elimination sequence proceeding via a π-allyl PdII-species compliments existing methods of indoline assembly.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02374