New syntheses of 5,6- and 7,8-diaminoquinolines

The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines. Dechlorination o...

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Detalles Bibliográficos
Autores principales: Bella, Maroš, Milata, Viktor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869217/
https://www.ncbi.nlm.nih.gov/pubmed/24367431
http://dx.doi.org/10.3762/bjoc.9.302
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author Bella, Maroš
Milata, Viktor
author_facet Bella, Maroš
Milata, Viktor
author_sort Bella, Maroš
collection PubMed
description The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines. Dechlorination of 4-chloro-7,8-diaminoquinoline gave 7,8-diaminoquinoline hydrochloride which was successfully employed as starting material in the synthesis of condensed nitrogen heterocycles.
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spelling pubmed-38692172013-12-23 New syntheses of 5,6- and 7,8-diaminoquinolines Bella, Maroš Milata, Viktor Beilstein J Org Chem Full Research Paper The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines. Dechlorination of 4-chloro-7,8-diaminoquinoline gave 7,8-diaminoquinoline hydrochloride which was successfully employed as starting material in the synthesis of condensed nitrogen heterocycles. Beilstein-Institut 2013-11-27 /pmc/articles/PMC3869217/ /pubmed/24367431 http://dx.doi.org/10.3762/bjoc.9.302 Text en Copyright © 2013, Bella and Milata 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
Bella, Maroš
Milata, Viktor
New syntheses of 5,6- and 7,8-diaminoquinolines
title New syntheses of 5,6- and 7,8-diaminoquinolines
title_full New syntheses of 5,6- and 7,8-diaminoquinolines
title_fullStr New syntheses of 5,6- and 7,8-diaminoquinolines
title_full_unstemmed New syntheses of 5,6- and 7,8-diaminoquinolines
title_short New syntheses of 5,6- and 7,8-diaminoquinolines
title_sort new syntheses of 5,6- and 7,8-diaminoquinolines
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869217/
https://www.ncbi.nlm.nih.gov/pubmed/24367431
http://dx.doi.org/10.3762/bjoc.9.302
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