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Metal-Free, Rapid, and Highly Chemoselective Reduction of Aromatic Nitro Compounds at Room Temperature

Mingyeong Jang, Taeho Lim, Byoung Yong Park and Min Su Han*

*Department of Chemistry, Gwangju Institute of Science and Technology (GIST), Gwangju 61005, Republic of Korea, Email: Happyhangist.ac.kr

M. Jang, T. Lim, B. Y. Park, M. S. Han, J. Org. Chem., 2022, 87, 910-919.

DOI: 10.1021/acs.joc.1c01431


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Abstract

The use of tetrahydroxydiboron as reductant and 4,4′-bipyridine as organocatalyst enables a metal-free and highly chemoselective reduction of aromatic nitro compounds within 5 min at room temperature. Under optimal conditions, sensitive functional groups, such as vinyl, ethynyl, carbonyl, and halogen were tolerated.

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Key Words

reduction of nitro compounds, tetrahydroxydiboron, organocatalysis


ID: J42-Y2022