Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates
In this letter, we report a novel synthesis of ethyl quinoline-3-carboxylates from reactions between a series of indoles and halodiazoacetates. The formation of the quinoline structure is probably the result of a cyclopropanation at the 2- and 3-positions of the indole followed by ring-opening of th...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2015-10-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.11.210 |
| _version_ | 1818619651655991296 |
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| author | Magnus Mortén Martin Hennum Tore Bonge-Hansen |
| author_facet | Magnus Mortén Martin Hennum Tore Bonge-Hansen |
| author_sort | Magnus Mortén |
| collection | DOAJ |
| description | In this letter, we report a novel synthesis of ethyl quinoline-3-carboxylates from reactions between a series of indoles and halodiazoacetates. The formation of the quinoline structure is probably the result of a cyclopropanation at the 2- and 3-positions of the indole followed by ring-opening of the cyclopropane and elimination of H–X. |
| first_indexed | 2024-12-16T17:40:53Z |
| format | Article |
| id | doaj.art-f0ea267b2e9b433b9a1c7db114316bc5 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T17:40:53Z |
| publishDate | 2015-10-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-f0ea267b2e9b433b9a1c7db114316bc52022-12-21T22:22:37ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-10-011111944194910.3762/bjoc.11.2101860-5397-11-210Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetatesMagnus Mortén0Martin Hennum1Tore Bonge-Hansen2Department of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, NorwayDepartment of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, NorwayDepartment of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, NorwayIn this letter, we report a novel synthesis of ethyl quinoline-3-carboxylates from reactions between a series of indoles and halodiazoacetates. The formation of the quinoline structure is probably the result of a cyclopropanation at the 2- and 3-positions of the indole followed by ring-opening of the cyclopropane and elimination of H–X.https://doi.org/10.3762/bjoc.11.210catalysiscyclopropanationindolequinolineRh(II)ring expansion |
| spellingShingle | Magnus Mortén Martin Hennum Tore Bonge-Hansen Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates Beilstein Journal of Organic Chemistry catalysis cyclopropanation indole quinoline Rh(II) ring expansion |
| title | Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates |
| title_full | Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates |
| title_fullStr | Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates |
| title_full_unstemmed | Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates |
| title_short | Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates |
| title_sort | synthesis of quinoline 3 carboxylates by a rh ii catalyzed cyclopropanation ring expansion reaction of indoles with halodiazoacetates |
| topic | catalysis cyclopropanation indole quinoline Rh(II) ring expansion |
| url | https://doi.org/10.3762/bjoc.11.210 |
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