Litcius/Paper detail

A General Direct Aldehyde C–H Alkylation via TBADT-Nickel Synergistic Catalysis

Zhimin Hu, Ji‐Wei Sang, Shize Xie, Yujia Song, Qiuhao Li, Bing Wang, Zheng‐Yang Xu, Yu Zhang, Runhui Liu, Weidong Zhang, Jinxin Wang

2025Organic Letters5 citationsDOI

Abstract

Herein, we present a nickel/tetrabutylammonium decatungstate (TBADT)-catalyzed protocol for general C-H alkylation of aldehydes, enabling the efficient synthesis of aliphatic ketones through ligand-controlled cross-coupling. This mild and cost-effective methodology demonstrates broad substrate compatibility with various commercially available aldehydes and both activated and unactivated alkyl bromides, delivering target products in high yields. Notably, the practical utility of this catalytic system has been highlighted through a concise two-step synthesis of the commercially valuable musk odorant Aurelione from readily available starting materials.

Topics & Concepts

ChemistryAlkylationCatalysisAldehydeNickelCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisRadical Photochemical Reactions