Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds
The 1,4-addition of a monofluoromethyl nucleophile to a variety of α,β-unsaturated compounds has been achieved under mild conditions using either phosphines or potassium carbonate at room temperature. α-Substituted fluoro(phenylsulfonyl)methane easily undergoes Michael addition to α,β-unsaturated ke...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2008-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Online Access: | https://doi.org/10.3762/bjoc.4.17 |
| _version_ | 1819062912858193920 |
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| author | G. K. Surya Prakash Xiaoming Zhao Sujith Chacko Fang Wang Habiba Vaghoo George A. Olah |
| author_facet | G. K. Surya Prakash Xiaoming Zhao Sujith Chacko Fang Wang Habiba Vaghoo George A. Olah |
| author_sort | G. K. Surya Prakash |
| collection | DOAJ |
| description | The 1,4-addition of a monofluoromethyl nucleophile to a variety of α,β-unsaturated compounds has been achieved under mild conditions using either phosphines or potassium carbonate at room temperature. α-Substituted fluoro(phenylsulfonyl)methane easily undergoes Michael addition to α,β-unsaturated ketones, esters, nitriles, sulfones, as well as propynoates at room temperature to yield the corresponding adducts in moderate to excellent yields. |
| first_indexed | 2024-12-21T15:06:19Z |
| format | Article |
| id | doaj.art-fc2a16ae7eb342389a6bae6c90969ff2 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-21T15:06:19Z |
| publishDate | 2008-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-fc2a16ae7eb342389a6bae6c90969ff22022-12-21T18:59:27ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972008-05-01411710.3762/bjoc.4.171860-5397-4-17Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compoundsG. K. Surya Prakash0Xiaoming Zhao1Sujith Chacko2Fang Wang3Habiba Vaghoo4George A. Olah5Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661The 1,4-addition of a monofluoromethyl nucleophile to a variety of α,β-unsaturated compounds has been achieved under mild conditions using either phosphines or potassium carbonate at room temperature. α-Substituted fluoro(phenylsulfonyl)methane easily undergoes Michael addition to α,β-unsaturated ketones, esters, nitriles, sulfones, as well as propynoates at room temperature to yield the corresponding adducts in moderate to excellent yields.https://doi.org/10.3762/bjoc.4.17 |
| spellingShingle | G. K. Surya Prakash Xiaoming Zhao Sujith Chacko Fang Wang Habiba Vaghoo George A. Olah Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds Beilstein Journal of Organic Chemistry |
| title | Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
| title_full | Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
| title_fullStr | Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
| title_full_unstemmed | Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
| title_short | Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
| title_sort | efficient 1 4 addition of α substituted fluoro phenylsulfonyl methane derivatives to α β unsaturated compounds |
| url | https://doi.org/10.3762/bjoc.4.17 |
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