Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones
The cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produces 3,5-disubstituted pyrrole-2-carbonitriles...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2014-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.10.44 |
| _version_ | 1819117120158433280 |
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| author | Murat Kucukdisli Dorota Ferenc Marcel Heinz Christine Wiebe Till Opatz |
| author_facet | Murat Kucukdisli Dorota Ferenc Marcel Heinz Christine Wiebe Till Opatz |
| author_sort | Murat Kucukdisli |
| collection | DOAJ |
| description | The cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produces 3,5-disubstituted pyrrole-2-carbonitriles. |
| first_indexed | 2024-12-22T05:27:56Z |
| format | Article |
| id | doaj.art-3ee2c665dcdd4d1b809333b72e15fbdd |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-22T05:27:56Z |
| publishDate | 2014-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-3ee2c665dcdd4d1b809333b72e15fbdd2022-12-21T18:37:31ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972014-02-0110146647010.3762/bjoc.10.441860-5397-10-44Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enonesMurat Kucukdisli0Dorota Ferenc1Marcel Heinz2Christine Wiebe3Till Opatz4Institute of Organic Chemistry, Johannes Gutenberg University of Mainz, Duesbergweg 10–14, 55128 Mainz, GermanyInstitute of Organic Chemistry, Johannes Gutenberg University of Mainz, Duesbergweg 10–14, 55128 Mainz, GermanyDepartment of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyDepartment of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyInstitute of Organic Chemistry, Johannes Gutenberg University of Mainz, Duesbergweg 10–14, 55128 Mainz, GermanyThe cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produces 3,5-disubstituted pyrrole-2-carbonitriles.https://doi.org/10.3762/bjoc.10.44α-aminonitrilescyclizationheterocyclesmicrowave-assisted synthesispyrroles |
| spellingShingle | Murat Kucukdisli Dorota Ferenc Marcel Heinz Christine Wiebe Till Opatz Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones Beilstein Journal of Organic Chemistry α-aminonitriles cyclization heterocycles microwave-assisted synthesis pyrroles |
| title | Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones |
| title_full | Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones |
| title_fullStr | Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones |
| title_full_unstemmed | Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones |
| title_short | Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones |
| title_sort | simple two step synthesis of 2 4 disubstituted pyrroles and 3 5 disubstituted pyrrole 2 carbonitriles from enones |
| topic | α-aminonitriles cyclization heterocycles microwave-assisted synthesis pyrroles |
| url | https://doi.org/10.3762/bjoc.10.44 |
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