Cargando…
Efficient Heterogeneous Copper-Catalyzed Alder-Ene Reaction of Allenynamides to Pyrrolines
[Image: see text] Herein, we describe an efficient nanocopper-catalyzed Alder-ene reaction of allenynamides. The copper nanoparticles were immobilized on amino-functionalized microcrystalline cellulose. A solvent-controlled chemoselectivity of the reaction was observed, leading to the chemodivergent...
Autores principales: | , , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822631/ https://www.ncbi.nlm.nih.gov/pubmed/35154848 http://dx.doi.org/10.1021/acscatal.1c05147 |
_version_ | 1784646634572873728 |
---|---|
author | Zheng, Zhiyao Deiana, Luca Posevins, Daniels Rafi, Abdolrahim A. Zhang, Kaiheng Johansson, Magnus J. Tai, Cheuk-Wai Córdova, Armando Bäckvall, Jan-E. |
author_facet | Zheng, Zhiyao Deiana, Luca Posevins, Daniels Rafi, Abdolrahim A. Zhang, Kaiheng Johansson, Magnus J. Tai, Cheuk-Wai Córdova, Armando Bäckvall, Jan-E. |
author_sort | Zheng, Zhiyao |
collection | PubMed |
description | [Image: see text] Herein, we describe an efficient nanocopper-catalyzed Alder-ene reaction of allenynamides. The copper nanoparticles were immobilized on amino-functionalized microcrystalline cellulose. A solvent-controlled chemoselectivity of the reaction was observed, leading to the chemodivergent synthesis of pyrrolines (2,5-dihydropyrroles) and pyrroles. The heterogeneous copper catalyst exhibits high efficiency and good recyclability in the Alder-ene reaction, constituting a highly attractive catalytic system from an economical and environmental point of view. |
format | Online Article Text |
id | pubmed-8822631 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-88226312022-02-09 Efficient Heterogeneous Copper-Catalyzed Alder-Ene Reaction of Allenynamides to Pyrrolines Zheng, Zhiyao Deiana, Luca Posevins, Daniels Rafi, Abdolrahim A. Zhang, Kaiheng Johansson, Magnus J. Tai, Cheuk-Wai Córdova, Armando Bäckvall, Jan-E. ACS Catal [Image: see text] Herein, we describe an efficient nanocopper-catalyzed Alder-ene reaction of allenynamides. The copper nanoparticles were immobilized on amino-functionalized microcrystalline cellulose. A solvent-controlled chemoselectivity of the reaction was observed, leading to the chemodivergent synthesis of pyrrolines (2,5-dihydropyrroles) and pyrroles. The heterogeneous copper catalyst exhibits high efficiency and good recyclability in the Alder-ene reaction, constituting a highly attractive catalytic system from an economical and environmental point of view. American Chemical Society 2022-01-18 2022-02-04 /pmc/articles/PMC8822631/ /pubmed/35154848 http://dx.doi.org/10.1021/acscatal.1c05147 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Zheng, Zhiyao Deiana, Luca Posevins, Daniels Rafi, Abdolrahim A. Zhang, Kaiheng Johansson, Magnus J. Tai, Cheuk-Wai Córdova, Armando Bäckvall, Jan-E. Efficient Heterogeneous Copper-Catalyzed Alder-Ene Reaction of Allenynamides to Pyrrolines |
title | Efficient Heterogeneous Copper-Catalyzed Alder-Ene
Reaction of Allenynamides to Pyrrolines |
title_full | Efficient Heterogeneous Copper-Catalyzed Alder-Ene
Reaction of Allenynamides to Pyrrolines |
title_fullStr | Efficient Heterogeneous Copper-Catalyzed Alder-Ene
Reaction of Allenynamides to Pyrrolines |
title_full_unstemmed | Efficient Heterogeneous Copper-Catalyzed Alder-Ene
Reaction of Allenynamides to Pyrrolines |
title_short | Efficient Heterogeneous Copper-Catalyzed Alder-Ene
Reaction of Allenynamides to Pyrrolines |
title_sort | efficient heterogeneous copper-catalyzed alder-ene
reaction of allenynamides to pyrrolines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822631/ https://www.ncbi.nlm.nih.gov/pubmed/35154848 http://dx.doi.org/10.1021/acscatal.1c05147 |
work_keys_str_mv | AT zhengzhiyao efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT deianaluca efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT posevinsdaniels efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT rafiabdolrahima efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT zhangkaiheng efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT johanssonmagnusj efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT taicheukwai efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT cordovaarmando efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines AT backvalljane efficientheterogeneouscoppercatalyzedalderenereactionofallenynamidestopyrrolines |