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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)...

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Autores principales: Aliaga-Lavrijsen, Mélanie, Herrera, Raquel P., Villacampa, M. Dolores, Gimeno, M. Concepción
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
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.
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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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