Molybdenum-Mediated Reductive <i>ortho</i>-Alkylation of Nitroarenes with Alcohols

A molybdenum-mediated reductive <i>ortho</i>-alkylation of nitroarenes with alcohols for the synthesis of <i>ortho</i>-alkylated anilines has been developed. Using Mo(CO)<sub>6</sub> as both the reductant and the catalyst, a range of <i>ortho</i>-alkyl-substituted anilines were prepared from nitroarenes and alcohols. Preliminary mechanistic studies indicate that nitroarenes were reduced by Mo(CO)<sub>6</sub> to aniline in the presence of H<sub>2</sub>O, while an oxidized Mo species catalyzed the alkylation portion of this reaction.

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Publication Details

Journal
Organic Letters
Published
2024-11-05
DOI
https://doi.org/10.1021/acs.orglett.4c03778
Citations
2
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.32

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article

Molybdenum-Mediated Reductive ortho-Alkylation of Nitroarenes with Alcohols

W. LUO, Jin‐Bao Peng, Wei-Feng Wang, Yuqing Wang et al.
2 citations
Organic Letters
Asymmetric Hydrogenation and Catalysis
0.32
article

Molybdenum-Mediated Reductive ortho-Alkylation of Nitroarenes with Alcohols

W. LUO, Jin‐Bao Peng, Wei-Feng Wang, Yuqing Wang, Ying Tang
article en
2 citations

Abstract

A molybdenum-mediated reductive <i>ortho</i>-alkylation of nitroarenes with alcohols for the synthesis of <i>ortho</i>-alkylated anilines has been developed. Using Mo(CO)<sub>6</sub> as both the reductant and the catalyst, a range of <i>ortho</i>-alkyl-substituted anilines were prepared from nitroarenes and alcohols. Preliminary mechanistic studies indicate that nitroarenes were reduced by Mo(CO)<sub>6</sub> to aniline in the presence of H<sub>2</sub>O, while an oxidized Mo species catalyzed the alkylation portion of this reaction.

Organic LettersVol. 26(45)
Wuyi University (CN)
Wuyi University
Clean water and sanitation
Openalex Percentile: Top 48%
Asymmetric Hydrogenation and Catalysis
0.32
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