Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis

Yang, Dong; Shi, Jinchun; Chen, Jiaming; Jia, Xiaoqi; Shi, Cuiying; Ma, Lei; Li, Ziyuan

doi:10.1039/d0ra10517a

RSC Adv.

2021

DOI: 10.1039/d0ra10517a

|View full text |Cite

Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis

Dong Yang

Jinchun Shi

Jiaming Chen

et al.

Abstract: A photoredox dealkylative imidation of tertiary and secondary amines with sulfonyl azide facilitated by aerobic ruthenium-catalysis to afford sulfonyl amidine at room temperature is reported.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2022

2024

Publication Types

Select...

Article4

Relationship

Self Cite1

Independent3

Authors

Journals

Cited by 4 publications

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent

Chevrier,

Pierru,

Craquelin

et al. 2024

J. Org. Chem.

View full text Add to dashboard Cite

Herein, we report the synthesis of N-sulfonyl formamidines from carbon tetrabromide and formamide under UVA irradiation without any additional catalysts. This approach represents a straightforward methodology for accessing this class of structural units and has been applied to a wide range of readily available sulfonamides and formamides, providing the corresponding products in moderate to excellent yields (30 examples, 16−99% yields). Mechanistic investigations associated with previous reports suggest the implication of an activated iminium intermediate (Vilsmeier−Haack reagent derivatives), obtained by the photoinduced reaction between carbon tetrabromide and formamides.

show abstract

Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent

Chevrier,

Pierru,

Craquelin

et al. 2024

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

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

et al. 2022

Self Cite

View full text Add to dashboard Cite

show abstract

Vicinal difunctionalization of nitriles: modular construction of N-alkyl amidines and late-stage modification

Xiang,

Zhang,

Zhang

et al. 2024

New J. Chem.

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.

Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis

Abstract: A photoredox dealkylative imidation of tertiary and secondary amines with sulfonyl azide facilitated by aerobic ruthenium-catalysis to afford sulfonyl amidine at room temperature is reported.

Cited by 4 publications

References 65 publications

Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent

Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent

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

Vicinal difunctionalization of nitriles: modular construction of N-alkyl amidines and late-stage modification

Contact Info

Product

Resources

About