89270-73-5Relevant academic research and scientific papers
Enaminosulfones from 3-trifloxypropene iminium salts: A 1,5(O→C) trifluoromethylsulfonyl shift
Neumann, Ralf,Herz, Hans-Georg,Maas, Gerhard
, p. 427 - 434 (2002)
Treatment of semicyclic 3-trifloxypropene iminium triflates 4a-c,e,f, in which the iminium function is part of a six-membered ring, with a polymer-supported tertiary amine leads to 3-[(trifluoromethyl)sulfonyl]-1,4,5,6-tetrahydropyridines 7. Related five-
3-Trifloxypropene iminium and propyne iminium salts derived from N-Allyl-, N-Homoallyl-, and N-Benzyl-substituted semicyclic enaminones
Neumann,Herz,Maas
, p. 121 - 127 (2007/10/03)
The novel semicyclic enaminoketones 3a-n, featuring N-allyl, N-homoallyl, N-benzyl, and N-4-chlorobenzyl substitution, have been prepared. Their reaction with triflic anhydride leads to 3-trifloxypropene iminium triflates 4 which are transformed into semicyclic propyne iminium triflates 5 by thermal β-elimination of triflic acid (HOTf). If a 4-chlorophenyl group is attached to the TfO-substituted carbon atom, salts 4 can be isolated (4a,d,g,h,k,m) and converted into propyne iminium triflates 5 at 120°C. The presence of a 2-thienyl or 3-thienyl group adjacent to the trifloxy group prevents the isolation of 4 since HOTf elimination occurs already below room temperature. Thus, salts 5b,c,e,f,i,j,l,m,n are obtained directly from enaminoketones 3 and triflic anhydride. Wiley-VCH Verlag GmbH, 1999.
