4.3 Article

Visible-light-mediated amination reactions via nitrene intermediates

Related references

Note: Only part of the references are listed.
Article Multidisciplinary Sciences

A combined experimental and theoretical study on the reactivity of nitrenes and nitrene radical anions

Yujing Guo et al.

Summary: This study demonstrates the application of iminoiodinanes in amination reactions under visible light photochemical conditions. The authors investigate the formation and reactivity of triplet nitrenes and nitrene radical anions, compare both reagents, and showcase their applications in organic synthesis.

NATURE COMMUNICATIONS (2022)

Article Chemistry, Physical

Photochemical Nitrene Transfer Reactions of Iminoiodinanes with Sulfides

Yujing Guo et al.

Summary: In this study, we developed a metal-free photochemical nitrene transfer reaction for the synthesis of sulfilimines. The reaction is efficient, time-saving, and can be applied to the synthesis of allyl sulfides.

CHEMPHOTOCHEM (2022)

Article Chemistry, Physical

Intermolecular amination of allenes via 2-fold photocatalytic nitrene transfer reactions

Yujing Guo et al.

Summary: The amination with monovalent, nitrogen-based intermediates is important in organic synthesis, but the high basicity of reagents poses challenges to metal-catalyzed amination. We describe a photochemical approach using free nitrene radical anions as reactive intermediates for intermolecular amination of allenes, which overcomes current limitations.

CHEM CATALYSIS (2022)

Article Chemistry, Multidisciplinary

Nitrene Photochemistry of Manganese N-Haloamides**

Gerard P. Van Trieste et al.

Summary: The article presents the synthesis and nitrene transfer photochemistry of a family of Mn-III N-haloamide complexes. These N-haloamide ligands are established as viable precursors for metal nitrenes, showcasing the power of ligand design in accessing reactive intermediates in group-transfer catalysis.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Physical

Synthesis of Trifluoromethylated Aziridines Via Photocatalytic Amination Reaction

Yujing Guo et al.

Summary: Trifluoromethylated aziridines are important strategic building blocks with broad applications in drug discovery. This study demonstrates that iodinanes can release a nitrene radical anion in the presence of a simple Ru(bpy)(3)Cl-2 catalyst, allowing for direct aziridination reactions of fluorinated olefins.

ACS CATALYSIS (2021)

Review Chemistry, Organic

Unravelling nitrene chemistry from acyclic precursors: recent advances and challenges

Yu-Chao Wang et al.

Summary: Recent advances in nitrene chemistry have focused on acyclic precursors, including organic azides, iminoiodinanes, amines, and amide N-O compounds. Nitrene-based transformations such as C-H amination/amidation, aziridination, and sulfimidation have been demonstrated with control over reactivity based on metal center, ligand, type of nitrene precursor, and reaction system.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Multidisciplinary

Synthesis of Carbazoles and Related Heterocycles from Sulfilimines by Intramolecular C-H Aminations

Xianhai Tian et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

C-H Amination Mediated by Cobalt Organoazide Adducts and the Corresponding Cobalt Nitrenoid Intermediates

Yunjung Baek et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Intermolecular Allene Functionalization by Silver-Nitrene Catalysis

Manuel R. Rodriguez et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Review Chemistry, Multidisciplinary

Dirhodium tetracarboxylates as catalysts for selective intermolecular C-H functionalization

Huw M. L. Davies et al.

NATURE REVIEWS CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Characterization of a Reactive Rh2 Nitrenoid by Crystalline Matrix Isolation

Anuvab Das et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Review Chemistry, Physical

Recent advances in Fe-catalyzed C-H aminations using azides as nitrene precursors

Bernd Plietker et al.

CATALYSIS SCIENCE & TECHNOLOGY (2019)

Article Chemistry, Multidisciplinary

Visible-light-promoted intramolecular C-H amination in aqueous solution: synthesis of carbazoles

Lizheng Yang et al.

GREEN CHEMISTRY (2018)

Review Chemistry, Multidisciplinary

Energy transfer catalysis mediated by visible light: principles, applications, directions

Felix Strieth-Kalthoff et al.

CHEMICAL SOCIETY REVIEWS (2018)

Article Chemistry, Multidisciplinary

Observation of a Photogenerated Rh2 Nitrenoid Intermediate in C-H Amination

Anuvab Das et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Photoactivated N-Acyliminoiodinanes Applied to Amination: an ortho-Methoxymethyl Group Stabilizes Reactive Precursors

Yusuke Kobayashi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Multidisciplinary

Generation, Spectroscopic, and Chemical Characterization of an Octahedral Iron(V)-Nitrido Species with a Neutral Ligand Platform

Gerard Sabenya et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Visible light C-H amidation of heteroarenes with benzoyl azides

E. Brachet et al.

CHEMICAL SCIENCE (2015)

Article Chemistry, Multidisciplinary

Visible-Light Sensitization of Vinyl Azides by Transition-Metal Photocatalysis

Elliot P. Farney et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Review Chemistry, Multidisciplinary

Nitrene Chemistry in Organic Synthesis: Still in Its Infancy?

Geoffroy Dequirez et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)