Remote carbamate-directed site-selective benzylic C–H oxygenation <i>via</i> synergistic copper/TEMPO catalysis at room temperature

Chen, Jiaming; Wang, Fang; Huang, Yanping; Jia, Xiaoqi; Zhuang, Dailin; Wan, Zhenyang; Li, Ziyuan

doi:10.1039/d2qo00435f

Org. Chem. Front.

2022

DOI: 10.1039/d2qo00435f

|View full text |Cite

Remote carbamate-directed site-selective benzylic C–H oxygenation via synergistic copper/TEMPO catalysis at room temperature

Jiaming Chen

Fang Wang

Yanping Huang

et al.

Abstract: A benzylic C(sp3)–H oxygenation with water at room temperature through a ligand- and additive-free synergistic copper/TEMPO-catalysed radical relay pathway and a remote directing strategy is described.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2023

2024

Publication Types

Select...

Article4

Relationship

Self Cite1

Independent3

Authors

Journals

Cited by 4 publications

References 79 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Gao

2023

Angewandte Chemie

View full text Add to dashboard Cite

Transition metal-catalyzed site-and stereoselective CÀ H activation of strained (hetero)cycloalkanes remains a formidable challenge. We herein report a carbamate-directed iridium-catalyzed asymmetric βÀ C(sp 3 )À H borylation of cyclopropanol derivatives. A variety of densely functionalized cyclopropanols were obtained in good enantioselectivities via desymmetrization and kinetic resolution. In addition, site-selective C(sp 3 )À H borylation of methine groups furnished α-borylated (hetero)cycloalkanols in moderate to good yields. The synthetic utility of the method was further shown in a gram-scale synthesis and diverse downstream transformations of borylated products.

show abstract

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Gao

2023

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Gao

2023

Angew Chem Int Ed

View full text Add to dashboard Cite

show abstract

Three-component formal metathesis via remote activating strategy enabled (RASE) domino activation of two C(sp³)–O bonds in alkyl ethers

Zhuang,

Cheng,

Yan

et al. 2024

Org. Chem. Front.

Self Cite

View full text Add to dashboard Cite

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Remote carbamate-directed site-selective benzylic C–H oxygenation via synergistic copper/TEMPO catalysis at room temperature

Abstract: A benzylic C(sp3)–H oxygenation with water at room temperature through a ligand- and additive-free synergistic copper/TEMPO-catalysed radical relay pathway and a remote directing strategy is described.

Cited by 4 publications

References 79 publications

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Three-component formal metathesis via remote activating strategy enabled (RASE) domino activation of two C(sp³)–O bonds in alkyl ethers

Contact Info

Product

Resources

About

Remote carbamate-directed site-selective benzylic C–H oxygenation via synergistic copper/TEMPO catalysis at room temperature

Abstract: A benzylic C(sp3)–H oxygenation with water at room temperature through a ligand- and additive-free synergistic copper/TEMPO-catalysed radical relay pathway and a remote directing strategy is described.

Cited by 4 publications

References 79 publications

Site‐ and Stereoselective C(sp3)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp3)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp3)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Three-component formal metathesis via remote activating strategy enabled (RASE) domino activation of two C(sp3)–O bonds in alkyl ethers

Contact Info

Product

Resources

About

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Site‐ and Stereoselective C(sp³)−H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis

Three-component formal metathesis via remote activating strategy enabled (RASE) domino activation of two C(sp³)–O bonds in alkyl ethers