Unexpected rearrangements and a novel synthesis of 1,1-dichloro-1-alkenones from 1,1,1-trifluoroalkanones with aluminium trichloride
A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones. The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ri...
Main Authors: | , , |
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Format: | Article |
Language: | English |
Published: |
Beilstein-Institut
2021-02-01
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Series: | Beilstein Journal of Organic Chemistry |
Subjects: | |
Online Access: | https://doi.org/10.3762/bjoc.17.36 |
Summary: | A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones. The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ring, further reactions take place, resulting in bicyclic and/or rearrangement products. |
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ISSN: | 1860-5397 |