Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
A one-pot tandem approach to -alkyl-,'-diarylhydrazines was developed using a sequence of reduction of azoarene to hydrazoarene followed by reductive alkylation by an aldehyde. The mild reaction conditions suppress - cleaved products and selectively provide trisubstituted hydrazine derivatives. The mechanistic study demonstrates that the iminium formation step is likely to be the rate-limiting step.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/d5cc00425j | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photoredox-Catalyzed Dearomatization of Indoles with Amines: An Approach to Highly Strained Polycyclic Indolines.
Org Lett
September 2025
Faculty of Arts and Sciences, Beijing Normal University, Zhuhai 519085, China.
Polycyclic indolines are pervasive in a diverse array of biologically active molecules owing to their appealing physiological contributions. Herein, we report a straightforward dearomatization approach that employs a photoredox catalyst in combination with an inexpensive reductant to couple indole derivatives with secondary amines. This dearomative cycloaddition exhibits exceptional diastereoselectivity and delivers highly strained indolines fused with three-dimensional polycyclic scaffolds featuring a bicyclo[3.
View Article and Find Full Text PDFReactivity Studies of Bipyridine-Ligated Nickel(I) and Nickel(0) Complexes Inform the Mechanism in Modern Cross-Coupling Reactions.
J Am Chem Soc
September 2025
Department of Chemistry and Biochemistry, University of California Los Angeles, Los Angeles, California 90095, United States.
Bipyridine-ligated nickel(I) and nickel(0) intermediates are widely proposed in Ni-catalyzed cross-coupling reactions. However, few isolable Ni and Ni complexes with catalytically relevant bipyridine ligands are known, limiting our understanding of these complexes' speciation and reactivity. In this work, we identify and investigate well-defined, isolable (bpy)Ni and (bpy)Ni complexes to characterize their behavior in catalytic systems.
View Article and Find Full Text PDFEnantioselective Incorporation of Amine Fragments onto Quaternary Carbons via Metallaphotoredox Catalysis.
Angew Chem Int Ed Engl
September 2025
State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China.
The enantioselective construction of quaternary carbon stereocenters bearing amine functionalities represents a significant challenge in organic synthesis despite their prevalence in pharmaceutically active compounds. Herein, we report a versatile metallaphotoredox platform for the asymmetric incorporation of amine fragments onto quaternary carbons via coupling of alkene-tethered aryl bromides with readily available α-silylamines. This transformation proceeds under mild conditions without requiring organometallic reagents or stoichiometric reductants.
View Article and Find Full Text PDFNickel/Photoredox-Catalyzed Reductive Alkylation/Aldol Reaction.
Org Lett
September 2025
Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology (HUST), Wuhan 430074, P. R. China.
We report herein the first reductive alkylation/aldol reaction via dual nickel/photoredox catalysis. This catalytic strategy completes the traditional approaches that require the performance of reactive organometallic reagents. By the simple assembly of unactivated alkyl halides, α,β-unsaturated carbonyls, and aldehydes in one-pot reaction, a variety of synthetically valuable β-hydroxyl carbonyl compounds can be synthesized under mild conditions with moderate to good yields.
View Article and Find Full Text PDFIron(III)-Mediated C-H Alkylation: One-Electron Differentiation Increases Activity and Chemoselectivity.
J Am Chem Soc
September 2025
Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
The C-H functionalization of arenes mediated by well-defined bis(phosphine)-supported organometallic iron(III) complexes is described. One-electron oxidation of -(depe)Fe(CH) (depe = 1,2-bis(diethylphosphino)ethane) generated the corresponding isolable iron(III) dimethyl derivative that was unstable toward Fe-CH homolysis. Oxidation of the corresponding iron(II) bis(aryl) complex -(depe)Fe(tolyl) resulted in rapid reductive elimination of the biaryl with formation of iron(I).
View Article and Find Full Text PDF