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Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions
An economically efficient and environmentally benign approach for the direct oxidative transformation of aldehydes to nitriles has been developed using commercially available non-toxic copper acetate as an inexpensive catalyst and ammonium acetate as the source of nitrogen in the presence of aerial...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8981401/ https://www.ncbi.nlm.nih.gov/pubmed/35425513 http://dx.doi.org/10.1039/d1ra07701e |
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author | Das, Asit Kumar Nandy, Sneha Bhar, Sanjay |
author_facet | Das, Asit Kumar Nandy, Sneha Bhar, Sanjay |
author_sort | Das, Asit Kumar |
collection | PubMed |
description | An economically efficient and environmentally benign approach for the direct oxidative transformation of aldehydes to nitriles has been developed using commercially available non-toxic copper acetate as an inexpensive catalyst and ammonium acetate as the source of nitrogen in the presence of aerial oxygen as an eco-friendly oxidant under ligand-free conditions. The reactions were associated with high yield and various sensitive moieties like allyloxy, benzyloxy, t-butyldimethylsilyloxy, hetero-aryl, formyl, keto, chloro, bromo, methylenedioxy and cyano were well tolerated in the aforesaid method. The kinetic studies showed first order dependency on the aldehyde substrate in the reaction rate. The reaction was faster with the electron deficient aldehydes as confirmed by Hammett analysis. Moreover, the present oxidative method was effective on larger scales showing potential for industrial application. |
format | Online Article Text |
id | pubmed-8981401 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-89814012022-04-13 Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions Das, Asit Kumar Nandy, Sneha Bhar, Sanjay RSC Adv Chemistry An economically efficient and environmentally benign approach for the direct oxidative transformation of aldehydes to nitriles has been developed using commercially available non-toxic copper acetate as an inexpensive catalyst and ammonium acetate as the source of nitrogen in the presence of aerial oxygen as an eco-friendly oxidant under ligand-free conditions. The reactions were associated with high yield and various sensitive moieties like allyloxy, benzyloxy, t-butyldimethylsilyloxy, hetero-aryl, formyl, keto, chloro, bromo, methylenedioxy and cyano were well tolerated in the aforesaid method. The kinetic studies showed first order dependency on the aldehyde substrate in the reaction rate. The reaction was faster with the electron deficient aldehydes as confirmed by Hammett analysis. Moreover, the present oxidative method was effective on larger scales showing potential for industrial application. The Royal Society of Chemistry 2022-02-04 /pmc/articles/PMC8981401/ /pubmed/35425513 http://dx.doi.org/10.1039/d1ra07701e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Das, Asit Kumar Nandy, Sneha Bhar, Sanjay Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title | Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title_full | Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title_fullStr | Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title_full_unstemmed | Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title_short | Cu(OAc)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
title_sort | cu(oac)(2) catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8981401/ https://www.ncbi.nlm.nih.gov/pubmed/35425513 http://dx.doi.org/10.1039/d1ra07701e |
work_keys_str_mv | AT dasasitkumar cuoac2catalysedaerobicoxidationofaldehydestonitrilesunderligandfreeconditions AT nandysneha cuoac2catalysedaerobicoxidationofaldehydestonitrilesunderligandfreeconditions AT bharsanjay cuoac2catalysedaerobicoxidationofaldehydestonitrilesunderligandfreeconditions |