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Molybdenum-Mediated Reductive Hydroamination of Vinylcyclopropanes with Nitroarenes: Synthesis of Homoallylamines

Jin-Liang Lu, Zhi Zhang, Jing-Tong Deng, Ai-Jun Ma and Jin-Bao Peng*

*School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. China, Email: pengjb_05126.com

J.-L. Lu, Z. Zhang, J.-T. Deng, A.-J. Ma, J.-B. Peng, Org. Lett., 2023, 25, 2991-2995.

DOI: 10.1021/acs.orglett.3c00781



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Abstract

A molybdenum-mediated reductive hydroamination of vinylcyclopropanes with nitroarenes provides substituted homoallylamines were prepared in very good yields. No noble metal catalysts were used in this reaction, and Mo(CO)6 acted as both catalyst and reductant. This protocol provides an effective method for the selective synthesis of substituted homoallylamines from easily available nitroarenes.

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proposed mechanism



Key Words

reduction of nitro compounds, aryl amines, homoallylic amines, molybdenum hexacarbonyl


ID: J54-Y2023