Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids

The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation an...

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Autores principales: Dzhons, Daria Yu, Budruev, Andrei V
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902054/
https://www.ncbi.nlm.nih.gov/pubmed/27340478
http://dx.doi.org/10.3762/bjoc.12.86
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author Dzhons, Daria Yu
Budruev, Andrei V
author_facet Dzhons, Daria Yu
Budruev, Andrei V
author_sort Dzhons, Daria Yu
collection PubMed
description The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
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spelling pubmed-49020542016-06-23 Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids Dzhons, Daria Yu Budruev, Andrei V Beilstein J Org Chem Full Research Paper The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions. Beilstein-Institut 2016-05-04 /pmc/articles/PMC4902054/ /pubmed/27340478 http://dx.doi.org/10.3762/bjoc.12.86 Text en Copyright © 2016, Dzhons and Budruev https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Dzhons, Daria Yu
Budruev, Andrei V
Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title_full Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title_fullStr Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title_full_unstemmed Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title_short Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
title_sort synthesis of 2,1-benzisoxazole-3(1h)-ones by base-mediated photochemical n–o bond-forming cyclization of 2-azidobenzoic acids
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902054/
https://www.ncbi.nlm.nih.gov/pubmed/27340478
http://dx.doi.org/10.3762/bjoc.12.86
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