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Issue 59, 2019
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One-pot synthesis of trifluoromethyl amines and perfluoroalkyl amines with CF3SO2Na and RfSO2Na

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Abstract

A newly developed CF3SO2Na-based trifluoromethylation of secondary amines has been disclosed, and the method has been successfully extended to the configuration of perfluoroalkyl amines using RfSO2Na, complementing the established synthesis strategy of trifluoromethyl amines. Advantages of the method include good functional group tolerance, mild conditions, and inexpensive or easy-to-handle materials. Mechanistic probes indicate that the thiocarbonyl fluoride formed in situ is the key intermediate in the reaction.

Graphical abstract: One-pot synthesis of trifluoromethyl amines and perfluoroalkyl amines with CF3SO2Na and RfSO2Na

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Supplementary files

Article information


Submitted
28 Apr 2019
Accepted
24 Jun 2019
First published
24 Jun 2019

Chem. Commun., 2019,55, 8536-8539
Article type
Communication

One-pot synthesis of trifluoromethyl amines and perfluoroalkyl amines with CF3SO2Na and RfSO2Na

S. Liang, J. Wei, L. Jiang, J. Liu, Y. Mumtaz and W. Yi, Chem. Commun., 2019, 55, 8536 DOI: 10.1039/C9CC03282G

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