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Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes
We report an iridium(I)-catalyzed branched-selective C–H alkylation of N-arylisoindolinones with simple alkenes as the alkylating agents. The amide carbonyl group of the isoindolinone motif acts as the directing group to assist the ortho C–H activation of the N-aryl ring. With this atom-economic and...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8954050/ https://www.ncbi.nlm.nih.gov/pubmed/35335286 http://dx.doi.org/10.3390/molecules27061923 |
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author | Xiong, Maoqian Shu, Yuhang Tang, Jie Yang, Fan Xing, Dong |
author_facet | Xiong, Maoqian Shu, Yuhang Tang, Jie Yang, Fan Xing, Dong |
author_sort | Xiong, Maoqian |
collection | PubMed |
description | We report an iridium(I)-catalyzed branched-selective C–H alkylation of N-arylisoindolinones with simple alkenes as the alkylating agents. The amide carbonyl group of the isoindolinone motif acts as the directing group to assist the ortho C–H activation of the N-aryl ring. With this atom-economic and highly branched-selective protocol, an array of biologically relevant N-arylisoindolinones were obtained in good yields. Asymmetric control was achieved with up to 87:13 er when a BiPhePhos-like chiral ligand was employed. |
format | Online Article Text |
id | pubmed-8954050 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-89540502022-03-26 Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes Xiong, Maoqian Shu, Yuhang Tang, Jie Yang, Fan Xing, Dong Molecules Article We report an iridium(I)-catalyzed branched-selective C–H alkylation of N-arylisoindolinones with simple alkenes as the alkylating agents. The amide carbonyl group of the isoindolinone motif acts as the directing group to assist the ortho C–H activation of the N-aryl ring. With this atom-economic and highly branched-selective protocol, an array of biologically relevant N-arylisoindolinones were obtained in good yields. Asymmetric control was achieved with up to 87:13 er when a BiPhePhos-like chiral ligand was employed. MDPI 2022-03-16 /pmc/articles/PMC8954050/ /pubmed/35335286 http://dx.doi.org/10.3390/molecules27061923 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Xiong, Maoqian Shu, Yuhang Tang, Jie Yang, Fan Xing, Dong Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title | Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title_full | Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title_fullStr | Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title_full_unstemmed | Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title_short | Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C–H Alkylation with Simple Alkenes |
title_sort | iridium(i)-catalyzed isoindolinone-directed branched-selective aromatic c–h alkylation with simple alkenes |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8954050/ https://www.ncbi.nlm.nih.gov/pubmed/35335286 http://dx.doi.org/10.3390/molecules27061923 |
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