Copper-catalyzed N-arylation of amines with aryliodonium ylides in water

Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-with...

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Autores principales: Nabar, Kasturi U, Bhanage, Bhalchandra M, Dawande, Sudam G
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10334208/
https://www.ncbi.nlm.nih.gov/pubmed/37440786
http://dx.doi.org/10.3762/bjoc.19.76
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author Nabar, Kasturi U
Bhanage, Bhalchandra M
Dawande, Sudam G
author_facet Nabar, Kasturi U
Bhanage, Bhalchandra M
Dawande, Sudam G
author_sort Nabar, Kasturi U
collection PubMed
description Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-withdrawing groups on the aryl ring reacted smoothly with iodonium ylides to give the corresponding diarylamines with good to excellent yields. Also, secondary amines underwent N-arylation to deliver tertiary amines with moderate yields.
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spelling pubmed-103342082023-07-12 Copper-catalyzed N-arylation of amines with aryliodonium ylides in water Nabar, Kasturi U Bhanage, Bhalchandra M Dawande, Sudam G Beilstein J Org Chem Letter Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-withdrawing groups on the aryl ring reacted smoothly with iodonium ylides to give the corresponding diarylamines with good to excellent yields. Also, secondary amines underwent N-arylation to deliver tertiary amines with moderate yields. Beilstein-Institut 2023-07-04 /pmc/articles/PMC10334208/ /pubmed/37440786 http://dx.doi.org/10.3762/bjoc.19.76 Text en Copyright © 2023, Nabar et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Letter
Nabar, Kasturi U
Bhanage, Bhalchandra M
Dawande, Sudam G
Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title_full Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title_fullStr Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title_full_unstemmed Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title_short Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
title_sort copper-catalyzed n-arylation of amines with aryliodonium ylides in water
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10334208/
https://www.ncbi.nlm.nih.gov/pubmed/37440786
http://dx.doi.org/10.3762/bjoc.19.76
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