Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation

Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation

Ortho functionalisation of phenols can be achieved using N-phenoxy amide directing groups. Here a method for chemodivergent C-H alkenylation, alkylation, carboetherification, or [3 + 2] annulation is presented, with product selectivity determined by the choice of solvent.

Bibliographic Details
Main Authors: Haiman Zhang, Shuang Lin, Hui Gao, Kaixin Zhang, Yi Wang, Zhi Zhou, Wei Yi
Format: Article
Language:English
Published: Nature Publishing Group 2021-06-01
Series:Communications Chemistry
Online Access:https://doi.org/10.1038/s42004-021-00518-x
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spelling doaj-5c42cf4a39ce47299fc463dd179e42df2021-06-06T11:06:19ZengNature Publishing GroupCommunications Chemistry2399-36692021-06-014111210.1038/s42004-021-00518-xChemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activationHaiman Zhang0Shuang Lin1Hui Gao2Kaixin Zhang3Yi Wang4Zhi Zhou5Wei Yi6Guangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityGuangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation & Molecular Target and Clinical Pharmacology, State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical UniversityOrtho functionalisation of phenols can be achieved using N-phenoxy amide directing groups. Here a method for chemodivergent C-H alkenylation, alkylation, carboetherification, or [3 + 2] annulation is presented, with product selectivity determined by the choice of solvent.https://doi.org/10.1038/s42004-021-00518-x
collection DOAJ
language English
format Article
sources DOAJ
author Haiman Zhang
Shuang Lin
Hui Gao
Kaixin Zhang
Yi Wang
Zhi Zhou
Wei Yi
spellingShingle Haiman Zhang
Shuang Lin
Hui Gao
Kaixin Zhang
Yi Wang
Zhi Zhou
Wei Yi
Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
Communications Chemistry
author_facet Haiman Zhang
Shuang Lin
Hui Gao
Kaixin Zhang
Yi Wang
Zhi Zhou
Wei Yi
author_sort Haiman Zhang
title Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
title_short Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
title_full Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
title_fullStr Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
title_full_unstemmed Chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(III)-catalyzed and solvent-controlled C-H activation
title_sort chemodivergent assembly of ortho-functionalized phenols with tunable selectivity via rhodium(iii)-catalyzed and solvent-controlled c-h activation
publisher Nature Publishing Group
series Communications Chemistry
issn 2399-3669
publishDate 2021-06-01
description Ortho functionalisation of phenols can be achieved using N-phenoxy amide directing groups. Here a method for chemodivergent C-H alkenylation, alkylation, carboetherification, or [3 + 2] annulation is presented, with product selectivity determined by the choice of solvent.
url https://doi.org/10.1038/s42004-021-00518-x
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AT huigao chemodivergentassemblyoforthofunctionalizedphenolswithtunableselectivityviarhodiumiiicatalyzedandsolventcontrolledchactivation
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