Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids

Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectiv...

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Autores principales: Rubab, Syeda Laila, Nisar, Bushra, Raza, Abdul Rauf, Ullah, Nisar, Tahir, Muhammad Nawaz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270870/
https://www.ncbi.nlm.nih.gov/pubmed/24366090
http://dx.doi.org/10.3390/molecules19010139
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author Rubab, Syeda Laila
Nisar, Bushra
Raza, Abdul Rauf
Ullah, Nisar
Tahir, Muhammad Nawaz
author_facet Rubab, Syeda Laila
Nisar, Bushra
Raza, Abdul Rauf
Ullah, Nisar
Tahir, Muhammad Nawaz
author_sort Rubab, Syeda Laila
collection PubMed
description Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively.
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spelling pubmed-62708702018-12-20 Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids Rubab, Syeda Laila Nisar, Bushra Raza, Abdul Rauf Ullah, Nisar Tahir, Muhammad Nawaz Molecules Article Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively. MDPI 2013-12-23 /pmc/articles/PMC6270870/ /pubmed/24366090 http://dx.doi.org/10.3390/molecules19010139 Text en © 2013 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Rubab, Syeda Laila
Nisar, Bushra
Raza, Abdul Rauf
Ullah, Nisar
Tahir, Muhammad Nawaz
Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title_full Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title_fullStr Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title_full_unstemmed Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title_short Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids
title_sort asymmetric synthesis of 4,1-benzoxazepine-2,5-diones — effect of the halogen of (2s)-α-haloacids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270870/
https://www.ncbi.nlm.nih.gov/pubmed/24366090
http://dx.doi.org/10.3390/molecules19010139
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