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Efficient Gold(I) Acyclic Diaminocarbenes for the Synthesis of Propargylamines and Indolizines
[Image: see text] Mononuclear gold(I) acyclic diaminocarbenes (ADCs) were prepared by the reaction of 1,2-cyclohexanediamine with the corresponding isocyanide complexes [AuCl(CNR)] (R = Cy, (t)Bu). The three-component coupling of aldehydes, amines, and alkynes was investigated by using these gold(I)...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645035/ https://www.ncbi.nlm.nih.gov/pubmed/31459109 http://dx.doi.org/10.1021/acsomega.8b01352 |
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author | Aliaga-Lavrijsen, Mélanie Herrera, Raquel P. Villacampa, M. Dolores Gimeno, M. Concepción |
author_facet | Aliaga-Lavrijsen, Mélanie Herrera, Raquel P. Villacampa, M. Dolores Gimeno, M. Concepción |
author_sort | Aliaga-Lavrijsen, Mélanie |
collection | PubMed |
description | [Image: see text] Mononuclear gold(I) acyclic diaminocarbenes (ADCs) were prepared by the reaction of 1,2-cyclohexanediamine with the corresponding isocyanide complexes [AuCl(CNR)] (R = Cy, (t)Bu). The three-component coupling of aldehydes, amines, and alkynes was investigated by using these gold(I) ADC complexes. The new gold(I) metal complexes are highly efficient catalysts for the synthesis of propargylamines and indolizines in the absence of solvent and in mild conditions. This method affords the corresponding final products with excellent yields in short reaction times. Additionally, chiral gold(I) complexes with ADCs have been prepared and tried in the enantioselective synthesis of propargylamines. |
format | Online Article Text |
id | pubmed-6645035 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66450352019-08-27 Efficient Gold(I) Acyclic Diaminocarbenes for the Synthesis of Propargylamines and Indolizines Aliaga-Lavrijsen, Mélanie Herrera, Raquel P. Villacampa, M. Dolores Gimeno, M. Concepción ACS Omega [Image: see text] Mononuclear gold(I) acyclic diaminocarbenes (ADCs) were prepared by the reaction of 1,2-cyclohexanediamine with the corresponding isocyanide complexes [AuCl(CNR)] (R = Cy, (t)Bu). The three-component coupling of aldehydes, amines, and alkynes was investigated by using these gold(I) ADC complexes. The new gold(I) metal complexes are highly efficient catalysts for the synthesis of propargylamines and indolizines in the absence of solvent and in mild conditions. This method affords the corresponding final products with excellent yields in short reaction times. Additionally, chiral gold(I) complexes with ADCs have been prepared and tried in the enantioselective synthesis of propargylamines. American Chemical Society 2018-08-23 /pmc/articles/PMC6645035/ /pubmed/31459109 http://dx.doi.org/10.1021/acsomega.8b01352 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Aliaga-Lavrijsen, Mélanie Herrera, Raquel P. Villacampa, M. Dolores Gimeno, M. Concepción Efficient Gold(I) Acyclic Diaminocarbenes for the Synthesis of Propargylamines and Indolizines |
title | Efficient Gold(I) Acyclic
Diaminocarbenes for the
Synthesis of Propargylamines and Indolizines |
title_full | Efficient Gold(I) Acyclic
Diaminocarbenes for the
Synthesis of Propargylamines and Indolizines |
title_fullStr | Efficient Gold(I) Acyclic
Diaminocarbenes for the
Synthesis of Propargylamines and Indolizines |
title_full_unstemmed | Efficient Gold(I) Acyclic
Diaminocarbenes for the
Synthesis of Propargylamines and Indolizines |
title_short | Efficient Gold(I) Acyclic
Diaminocarbenes for the
Synthesis of Propargylamines and Indolizines |
title_sort | efficient gold(i) acyclic
diaminocarbenes for the
synthesis of propargylamines and indolizines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645035/ https://www.ncbi.nlm.nih.gov/pubmed/31459109 http://dx.doi.org/10.1021/acsomega.8b01352 |
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