Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity

Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation o...

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Autores principales: Shabalin, Dmitrii A, Ivanova, Evgeniya E, Ushakov, Igor A, Schmidt, Elena Yu, Trofimov, Boris A
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849252/
https://www.ncbi.nlm.nih.gov/pubmed/33564339
http://dx.doi.org/10.3762/bjoc.17.29
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author Shabalin, Dmitrii A
Ivanova, Evgeniya E
Ushakov, Igor A
Schmidt, Elena Yu
Trofimov, Boris A
author_facet Shabalin, Dmitrii A
Ivanova, Evgeniya E
Ushakov, Igor A
Schmidt, Elena Yu
Trofimov, Boris A
author_sort Shabalin, Dmitrii A
collection PubMed
description Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation of a common initial intermediate, namely a Brønsted acid-activated hydroxypyrroline, depend on the reaction conditions and the structure of the hydrazides.
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spelling pubmed-78492522021-02-08 Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity Shabalin, Dmitrii A Ivanova, Evgeniya E Ushakov, Igor A Schmidt, Elena Yu Trofimov, Boris A Beilstein J Org Chem Full Research Paper Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation of a common initial intermediate, namely a Brønsted acid-activated hydroxypyrroline, depend on the reaction conditions and the structure of the hydrazides. Beilstein-Institut 2021-01-29 /pmc/articles/PMC7849252/ /pubmed/33564339 http://dx.doi.org/10.3762/bjoc.17.29 Text en Copyright © 2021, Shabalin et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Shabalin, Dmitrii A
Ivanova, Evgeniya E
Ushakov, Igor A
Schmidt, Elena Yu
Trofimov, Boris A
Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title_full Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title_fullStr Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title_full_unstemmed Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title_short Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
title_sort hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity – more diversity
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849252/
https://www.ncbi.nlm.nih.gov/pubmed/33564339
http://dx.doi.org/10.3762/bjoc.17.29
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