Palladium(0)-Catalyzed Intermolecular Allylic Dearomatization of Indoles by a Formal [4+2] Cycloaddition Reaction

Palladium(0)-Catalyzed Intermolecular Allylic Dearomatization of Indoles by a Formal [4+2] Cycloaddition Reaction

Bridged indoline derivatives were synthesized by an intermolecular Pd‐catalyzed allylic dearomatization reaction of substituted indoles. The reaction between indoles and allyl carbonates bearing a nucleophilic alcohol side‐chain proceeds in a cascade fashion, providing bridged indolines in excellent...

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Veröffentlicht in:Chemistry : a European journal 2016-08, Vol.22 (33), p.11601-11604
Hauptverfasser: Gao, Run-Duo, Xu, Qing-Long, Zhang, Bo, Gu, Yiting, Dai, Li-Xin, You, Shu-Li
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols
asymmetric catalysis
Bearing
Carbonates
Cascades
Chains
Chemical synthesis
Chemistry
Cycloaddition
dearomatization
Derivatives
Enantiomers
Heterocyclic aromatic compounds
Heterocyclic compounds
indole
Indoles
indoline
Palladium
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Zusammenfassung:Bridged indoline derivatives were synthesized by an intermolecular Pd‐catalyzed allylic dearomatization reaction of substituted indoles. The reaction between indoles and allyl carbonates bearing a nucleophilic alcohol side‐chain proceeds in a cascade fashion, providing bridged indolines in excellent enantioselectivity. Bridged indoline derivatives were synthesized by an intermolecular Pd‐catalyzed allylic dearomatization reaction of substituted indoles. The reaction between indoles and allyl carbonates bearing a nucleophilic alcohol side‐chain proceeds in a cascade fashion, providing bridged indolines with excellent enantioselectivity.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201602691