Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles

The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allo...

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Autores principales: Aksenov, Alexander V., Aksenov, Nicolai A., Aleksandrova, Elena V., Aksenov, Dmitrii A., Grishin, Igor Yu., Sorokina, Elena A., Wenger, Allison, Rubin, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8539596/
https://www.ncbi.nlm.nih.gov/pubmed/34684712
http://dx.doi.org/10.3390/molecules26206132
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author Aksenov, Alexander V.
Aksenov, Nicolai A.
Aleksandrova, Elena V.
Aksenov, Dmitrii A.
Grishin, Igor Yu.
Sorokina, Elena A.
Wenger, Allison
Rubin, Michael
author_facet Aksenov, Alexander V.
Aksenov, Nicolai A.
Aleksandrova, Elena V.
Aksenov, Dmitrii A.
Grishin, Igor Yu.
Sorokina, Elena A.
Wenger, Allison
Rubin, Michael
author_sort Aksenov, Alexander V.
collection PubMed
description The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allows for effective transformation of the unwanted byproducts into acetonitrile target molecules.
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spelling pubmed-85395962021-10-24 Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles Aksenov, Alexander V. Aksenov, Nicolai A. Aleksandrova, Elena V. Aksenov, Dmitrii A. Grishin, Igor Yu. Sorokina, Elena A. Wenger, Allison Rubin, Michael Molecules Article The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allows for effective transformation of the unwanted byproducts into acetonitrile target molecules. MDPI 2021-10-11 /pmc/articles/PMC8539596/ /pubmed/34684712 http://dx.doi.org/10.3390/molecules26206132 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Aksenov, Alexander V.
Aksenov, Nicolai A.
Aleksandrova, Elena V.
Aksenov, Dmitrii A.
Grishin, Igor Yu.
Sorokina, Elena A.
Wenger, Allison
Rubin, Michael
Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title_full Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title_fullStr Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title_full_unstemmed Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title_short Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles
title_sort direct conversion of 3-(2-nitroethyl)-1h-indoles into 2-(1h-indol-2-yl)acetonitriles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8539596/
https://www.ncbi.nlm.nih.gov/pubmed/34684712
http://dx.doi.org/10.3390/molecules26206132
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