γ-halo-enones: A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles

Mei-Huey Lin, Yen Chih Huang, Chung Kai Kuo, Chang Hsien Tsai, Yi Syuan Li, Ting Chia Hu, Tsung Hsun Chuang

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A simple method has been developed for synthesis of γ-halo-enones. The approach employs a sequence involving initial indium-mediated allenylation reactions of phenacyl halides with propargyl bromide. This process is followed by acid-promoted rearrangement reactions of the formed homoallenic halohydrins. The new method can be incorporated into routes for the efficient synthesis of various five-membered heterocyclic compounds.

Original languageEnglish
Pages (from-to)2751-2757
Number of pages7
JournalJournal of Organic Chemistry
Volume79
Issue number6
DOIs
Publication statusPublished - 2014 Mar 21

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Heterocyclic Compounds
Indium
Acids
propargyl bromide

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Lin, Mei-Huey ; Huang, Yen Chih ; Kuo, Chung Kai ; Tsai, Chang Hsien ; Li, Yi Syuan ; Hu, Ting Chia ; Chuang, Tsung Hsun. / γ-halo-enones : A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles. In: Journal of Organic Chemistry. 2014 ; Vol. 79, No. 6. pp. 2751-2757.
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γ-halo-enones : A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles. / Lin, Mei-Huey; Huang, Yen Chih; Kuo, Chung Kai; Tsai, Chang Hsien; Li, Yi Syuan; Hu, Ting Chia; Chuang, Tsung Hsun.

In: Journal of Organic Chemistry, Vol. 79, No. 6, 21.03.2014, p. 2751-2757.

Research output: Contribution to journalArticle

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AU - Hu, Ting Chia

AU - Chuang, Tsung Hsun

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