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3‐Trifloxy‐3‐trifluoromethylpropeniminium Triflate: Reaction with Aromatic Amines – An Efficient Synthesis of 2‐Trifluoromethylquinolines
Author(s) -
Baraznenok Ivan L.,
Nenajdenko Valentine G.,
Balenkova Elizabeth S.
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199904)1999:4<937::aid-ejoc937>3.0.co;2-3
Subject(s) - chemistry , trifluoromethanesulfonate , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis
The reaction of iminium triflates 2 and 7 with various aromatic amines were investigated. The 2‐R f ‐substituted quinolines 3 and 8 were prepared in excellent yields by the reaction of 2 and 7 , respectively, with substituted anilines. The reactions of 2 and 7 with diarylamines proceeds, suprisingly, to afford the corresponding 3‐R f ‐substituted cinnamaldehydes 4 and 9 .