A Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO

Togati Naveen, Soham Maity, Upendra Sharma, and Debabrata Maiti*

*Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400076, India, Email: dmaitiiitb.ac.in

T. Naveen, S. Maity, U. Sharma, D. Maiti, J. Org. Chem., 2013, 78, 5949-5954.

DOI: 10.1021/jo400598p

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Abstract

Ferric nitrate with catalytic TEMPO is a useful combination of reagents for regio- and stereoselective nitration of various aromatic, aliphatic, and heteroaromatic olefins. This mild and operationally simple reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity.

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Stereoselective Nitration of Olefins with tBuONO and TEMPO: Direct Access to Nitroolefins under Metal-free Conditions

S. Maity, T. Naveen, U. Sharma, D. Maiti, Org. Lett., 2013, 15, 3384-3387.

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Key Words

Nitro Compounds, TEMPO, Ferric Nitrate

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ID: J42-Y2013