Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex

Chiral chloro-indeno pybox has served as a new ligand for the Yb(OTf)(3)-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with nitroalkenes. The tunable nature of pybox ligands enables the rational design of catalysts for optimal performance in terms of both activity and stereosele...

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Autores principales: Karimi, Babak, Jafari, Ehsan, Mansouri, Fariborz, Tavakolian, Mina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10484919/
https://www.ncbi.nlm.nih.gov/pubmed/37679477
http://dx.doi.org/10.1038/s41598-023-41921-9
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author Karimi, Babak
Jafari, Ehsan
Mansouri, Fariborz
Tavakolian, Mina
author_facet Karimi, Babak
Jafari, Ehsan
Mansouri, Fariborz
Tavakolian, Mina
author_sort Karimi, Babak
collection PubMed
description Chiral chloro-indeno pybox has served as a new ligand for the Yb(OTf)(3)-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with nitroalkenes. The tunable nature of pybox ligands enables the rational design of catalysts for optimal performance in terms of both activity and stereoselectivity in a Friedel–Crafts-type reaction. Good to excellent yields and enantioselectivities were obtained for a relatively wide range of substrates, including sterically hindered compounds, under optimized reaction conditions.
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spelling pubmed-104849192023-09-09 Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex Karimi, Babak Jafari, Ehsan Mansouri, Fariborz Tavakolian, Mina Sci Rep Article Chiral chloro-indeno pybox has served as a new ligand for the Yb(OTf)(3)-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with nitroalkenes. The tunable nature of pybox ligands enables the rational design of catalysts for optimal performance in terms of both activity and stereoselectivity in a Friedel–Crafts-type reaction. Good to excellent yields and enantioselectivities were obtained for a relatively wide range of substrates, including sterically hindered compounds, under optimized reaction conditions. Nature Publishing Group UK 2023-09-07 /pmc/articles/PMC10484919/ /pubmed/37679477 http://dx.doi.org/10.1038/s41598-023-41921-9 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Karimi, Babak
Jafari, Ehsan
Mansouri, Fariborz
Tavakolian, Mina
Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title_full Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title_fullStr Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title_full_unstemmed Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title_short Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
title_sort catalytic asymmetric friedel–crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral yb(otf)(3)–pybox complex
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10484919/
https://www.ncbi.nlm.nih.gov/pubmed/37679477
http://dx.doi.org/10.1038/s41598-023-41921-9
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