Controllable One-Step Synthesis of Spirocycles, Polycycles, and Di- and Tetrahydronaphthalenes from Aryl-Substituted Propargylic Alcohols

Controllable One-Step Synthesis of Spirocycles, Polycycles, and Di- and Tetrahydronaphthalenes from Aryl-Substituted Propargylic Alcohols

A novel, convenient, and efficient method has been developed for selective synthesis of spirocycle, polycycle, and di- and tetrahydronaphthalene systems from aryl-substituted propargylic alcohols by FeCl3- or TsOH-catalyzed multiple activations of unsaturated C−C bonds and C−H bonds.

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Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2008-09, Vol.73 (17), p.6845-6848
Hauptverfasser: Huang, Wen, Zheng, Pengzhi, Zhang, Zhengxing, Liu, Ruiting, Chen, Zhenxia, Zhou, Xigeng
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Alkynes - chemistry
Benzenesulfonates - chemistry
Carbon - chemistry
Catalysis
Chemistry
Chlorides
Cyclization
Exact sciences and technology
Ferric Compounds - chemistry
Models, Chemical
Naphthalenes - chemical synthesis
Organic chemistry
Polycyclic Compounds - chemical synthesis
Preparations and properties
Propanols - chemistry
Spiro Compounds - chemical synthesis
Tetrahydronaphthalenes - chemical synthesis
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Beschreibung
Zusammenfassung:A novel, convenient, and efficient method has been developed for selective synthesis of spirocycle, polycycle, and di- and tetrahydronaphthalene systems from aryl-substituted propargylic alcohols by FeCl3- or TsOH-catalyzed multiple activations of unsaturated C−C bonds and C−H bonds.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo801210n