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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...
Autores principales: | , , , , , |
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Formato: | Texto |
Lenguaje: | English |
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Beilstein-Institut
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2486456/ https://www.ncbi.nlm.nih.gov/pubmed/18941481 http://dx.doi.org/10.3762/bjoc.4.17 |
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author | Prakash, G K Surya Zhao, Xiaoming Chacko, Sujith Wang, Fang Vaghoo, Habiba Olah, George A |
author_facet | Prakash, G K Surya Zhao, Xiaoming Chacko, Sujith Wang, Fang Vaghoo, Habiba Olah, George A |
author_sort | Prakash, G K Surya |
collection | PubMed |
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. |
format | Text |
id | pubmed-2486456 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-24864562008-10-20 Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds Prakash, G K Surya Zhao, Xiaoming Chacko, Sujith Wang, Fang Vaghoo, Habiba Olah, George A Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2008-05-21 /pmc/articles/PMC2486456/ /pubmed/18941481 http://dx.doi.org/10.3762/bjoc.4.17 Text en Copyright © 2008, Prakash et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Prakash, G K Surya Zhao, Xiaoming Chacko, Sujith Wang, Fang Vaghoo, Habiba Olah, George A Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds |
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 |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2486456/ https://www.ncbi.nlm.nih.gov/pubmed/18941481 http://dx.doi.org/10.3762/bjoc.4.17 |
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