Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines
Two complementary iodoarene-catalyzed methods for the preparation of 2-oxazolines are presented. The first involves the cyclization of N-propargylamides and the second involves the cyclization of β-amidoketones. These are proposed to proceed through different mechanisms and have different substrate...
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Format: | Article |
Language: | English |
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Beilstein-Institut
2017-08-01
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Series: | Beilstein Journal of Organic Chemistry |
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Online Access: | https://doi.org/10.3762/bjoc.13.177 |
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author | Somaia Kamouka Wesley J. Moran |
author_facet | Somaia Kamouka Wesley J. Moran |
author_sort | Somaia Kamouka |
collection | DOAJ |
description | Two complementary iodoarene-catalyzed methods for the preparation of 2-oxazolines are presented. The first involves the cyclization of N-propargylamides and the second involves the cyclization of β-amidoketones. These are proposed to proceed through different mechanisms and have different substrate scopes. |
first_indexed | 2024-12-14T11:40:05Z |
format | Article |
id | doaj.art-b4ae887e0f884c2b8b131fec3419d1ad |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-14T11:40:05Z |
publishDate | 2017-08-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-b4ae887e0f884c2b8b131fec3419d1ad2022-12-21T23:02:53ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-08-011311823182710.3762/bjoc.13.1771860-5397-13-177Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolinesSomaia Kamouka0Wesley J. Moran1Department of Chemistry, University of Huddersfield, Queensgate, Huddersfield HD1 3DH, UK. Tel: +44-1484-473741Department of Chemistry, University of Huddersfield, Queensgate, Huddersfield HD1 3DH, UK. Tel: +44-1484-473741Two complementary iodoarene-catalyzed methods for the preparation of 2-oxazolines are presented. The first involves the cyclization of N-propargylamides and the second involves the cyclization of β-amidoketones. These are proposed to proceed through different mechanisms and have different substrate scopes.https://doi.org/10.3762/bjoc.13.177amidescatalysiscyclizationhypervalent iodineisoxazolines |
spellingShingle | Somaia Kamouka Wesley J. Moran Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines Beilstein Journal of Organic Chemistry amides catalysis cyclization hypervalent iodine isoxazolines |
title | Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines |
title_full | Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines |
title_fullStr | Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines |
title_full_unstemmed | Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines |
title_short | Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines |
title_sort | iodoarene catalyzed cyclizations of n propargylamides and β amidoketones synthesis of 2 oxazolines |
topic | amides catalysis cyclization hypervalent iodine isoxazolines |
url | https://doi.org/10.3762/bjoc.13.177 |
work_keys_str_mv | AT somaiakamouka iodoarenecatalyzedcyclizationsofnpropargylamidesandbamidoketonessynthesisof2oxazolines AT wesleyjmoran iodoarenecatalyzedcyclizationsofnpropargylamidesandbamidoketonessynthesisof2oxazolines |