Chitosan-Promoted Reduction of Nitroaromatics by B2(NMe2)4 under Wet Ball Milling Conditions

Yuhang Su; Jingyan Chen; Hui Lin; Conglong Lin; Yuanzhi Lin; Xiuqiang Lu

doi:10.1055/a-2593-4458

Synthesis, Table of Contents

Synthesis 2025; 57(16): 2456-2461
DOI: 10.1055/a-2593-4458

paper

Chitosan-Promoted Reduction of Nitroaromatics by B₂(NMe₂)₄ under Wet Ball Milling Conditions

Authors

Yuhang Su

^aSchool of Materials and Packaging Engineering, Fujian Polytechnic Normal University, Fuzhou, Fujian 350300, P. R. of China
Jingyan Chen

^bDepartment of Chemistry and Materials Science, Xi’an Jiaotong-Liverpool University, Suzhou, Jiangsu 215123, P. R. of China
Hui Lin

^aSchool of Materials and Packaging Engineering, Fujian Polytechnic Normal University, Fuzhou, Fujian 350300, P. R. of China
Conglong Lin

^aSchool of Materials and Packaging Engineering, Fujian Polytechnic Normal University, Fuzhou, Fujian 350300, P. R. of China
Yuanzhi Lin

^aSchool of Materials and Packaging Engineering, Fujian Polytechnic Normal University, Fuzhou, Fujian 350300, P. R. of China
Xiuqiang Lu∗

^aSchool of Materials and Packaging Engineering, Fujian Polytechnic Normal University, Fuzhou, Fujian 350300, P. R. of China

^cKey Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. of China

Abstract

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Abstract

The environmentally friendly reduction of nitro compounds to their corresponding amino compounds has been a practical and challenging task. In this paper, a method has been developed for the reduction of nitroaromatics to aromatic amines by ball milling. The method uses cheap and available tetrakis(dimethylamino)diboron as the reducing agent and NaOH as the base, and the reduction reaction can be achieved by wet ball milling assisted by chitosan. A range of nitroaromatic compounds containing a variety of alkyl, halogen, polynitro, and other groups were chemoselectively reduced to the corresponding anilines in good yields. This protocol will enrich functional group transformations of nitroaromatics to amines.

Key words

nitroaromatic - chitosan - tetrakis(dimethylamino)diboron - ball-milling - reduction

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References

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Supplementary Material

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