Carbene-Catalyzed C–H Arylation of Aldehyde-Hydrazone via Radical Cross-Coupling with Iodobenzene

Organic Letters 2026

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Authors: Song Liu, Su-Su Zheng, Ying Zhang, Kejun Lin, Wenchang Li, Zhongshu Li, Tingshun Zhu
DOI: 10.1021/acs.orglett.5c05230
Cited by: 4
References: 53

Abstract

As a unique structure derived from aldehyde/ketone and hydrazine, hydrazone has wide applications in synthetic chemistry. Learning from the recently emerged N-heterocyclic carbene-catalyzed radical coupling of aldehydes, we developed an NHC-catalyzed C-H arylation of hydrazone via radical cross-coupling with iodobenzene. In addition, the hydrazonyl azolium intermediate and the hydrazonyl-aza-ketyl radical intermediate were successfully isolated for CV, EPR, and single-crystal X-ray diffraction.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions N-Heterocyclic Carbenes in Organic and Inorganic Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
2
Pages
896–900
Publication date
2 January 2026
Language
EN