Synthesis of Trifluoromethyl β-Nitroamines

To a solution of quaternary ammonium salt (0.001 mmol, 1 mol%) in mesitylene (1.0 mL) was added nitromethane (2.0 equiv.) and base (0.1 equiv.). After stirring for 5 min, the corresponding N-Boc trifluoromethyl ketimine (0.1 mmol) was added. The reaction was monitored by TLC until it was completed, and the residue was purified by flash silica gel column chromatography to give trifluoromethyl β-nitroamines.

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Ren Y., Du M., Peng Z., Zheng C, & Zhao G. (2024). Asymmetric aza-Henry reaction toward trifluoromethyl β-nitroamines and biological investigation of their adamantane-type derivatives. Frontiers in Chemistry, 12, 1398946.

Publication 2024

Corresponding Organization : Chinese Academy of Sciences

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Variable analysis

independent variables

Quaternary ammonium salt concentration (0.001 mmol, 1 mol%)
Nitromethane concentration (2.0 equiv.)
Base concentration (0.1 equiv.)
N-Boc trifluoromethyl ketimine concentration (0.1 mmol)

dependent variables

Formation of trifluoromethyl β-nitroamines (monitored by TLC)

control variables

Mesitylene solvent (1.0 mL)
Reaction time (5 min)

controls

No positive or negative controls were explicitly mentioned.

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