Abstract
Reactions of secondary cyclic amines (piperidine, morpholine, thiomorpholine, 1λ6,4-thiazinane-1,1-dione) with trifluoromethanesulfonic anhydride or with N-phenyltriflimide both in the presence and in the absence of a base (Et3N) result in formation of corresponding triflamides and triflates of the initial amines. The triflates and triflamides can be distinguished by their 19F and 15N NMR spectra and the presence in the IR spectra of salts of absorption bands in the region 3270-3000 cm-1 lacking in the spectra of triflamides.
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Shainyan, B.A., Tolstikov, L.L. & Zhinkin, A.R. Triflamides and Triflates of Six-membered Heterocyclic Amines. Russian Journal of Organic Chemistry 39, 1180–1182 (2003). https://doi.org/10.1023/B:RUJO.0000010190.79187.b9
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DOI: https://doi.org/10.1023/B:RUJO.0000010190.79187.b9