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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Main Authors: Somaia Kamouka, Wesley J. Moran
Format: Article
Language:English
Published: Beilstein-Institut 2017-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
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.
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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