Formation of homoallylic bromohydrins in indium-mediated allylation reactions of phenacyl bromides in aqueous solution

Mei-Huey Lin, Chung Kai Kuo, Wei Cheng Lin, Yen Chih Huang, Yu Ting Tsai, Kung Yu Liang, Yi Syuan Li, Tsung Hsun Chuang

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A method is described for carrying out indium-mediated allylation reactions of phenacyl bromides in aqueous solution that form homoallylic bromohydrins. By employing subsequent base treatment, the homoallylic bromohydrins were converted to allylic epoxides. Finally, the process has been used as a key step in a concise sequence for the synthesis of 3-allylbenzofuran.

Original languageEnglish
Pages (from-to)8263-8268
Number of pages6
JournalTetrahedron
Volume69
Issue number38
DOIs
Publication statusPublished - 2013 Sep 23

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Allylation
Indium
Epoxy Compounds
phenacyl bromide
bromohydrins

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Lin, Mei-Huey ; Kuo, Chung Kai ; Lin, Wei Cheng ; Huang, Yen Chih ; Tsai, Yu Ting ; Liang, Kung Yu ; Li, Yi Syuan ; Chuang, Tsung Hsun. / Formation of homoallylic bromohydrins in indium-mediated allylation reactions of phenacyl bromides in aqueous solution. In: Tetrahedron. 2013 ; Vol. 69, No. 38. pp. 8263-8268.
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Formation of homoallylic bromohydrins in indium-mediated allylation reactions of phenacyl bromides in aqueous solution. / Lin, Mei-Huey; Kuo, Chung Kai; Lin, Wei Cheng; Huang, Yen Chih; Tsai, Yu Ting; Liang, Kung Yu; Li, Yi Syuan; Chuang, Tsung Hsun.

In: Tetrahedron, Vol. 69, No. 38, 23.09.2013, p. 8263-8268.

Research output: Contribution to journalArticle

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AU - Lin, Mei-Huey

AU - Kuo, Chung Kai

AU - Lin, Wei Cheng

AU - Huang, Yen Chih

AU - Tsai, Yu Ting

AU - Liang, Kung Yu

AU - Li, Yi Syuan

AU - Chuang, Tsung Hsun

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