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 language | English |
|---|---|
| Pages (from-to) | 2751-2757 |
| Number of pages | 7 |
| Journal | Journal of Organic Chemistry |
| Volume | 79 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 2014 Mar 21 |
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All Science Journal Classification (ASJC) codes
- Organic Chemistry
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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 journal › Article
TY - JOUR
T1 - γ-halo-enones
T2 - A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles
AU - Lin, Mei-Huey
AU - Huang, Yen Chih
AU - Kuo, Chung Kai
AU - Tsai, Chang Hsien
AU - Li, Yi Syuan
AU - Hu, Ting Chia
AU - Chuang, Tsung Hsun
PY - 2014/3/21
Y1 - 2014/3/21
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84896979411&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84896979411&partnerID=8YFLogxK
U2 - 10.1021/jo5001274
DO - 10.1021/jo5001274
M3 - Article
AN - SCOPUS:84896979411
VL - 79
SP - 2751
EP - 2757
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 6
ER -