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A Convenient Route to 1‐Alkyl‐5‐trifluoromethyl‐1,2,3‐triazole‐4‐carboxylic Acids Employing a Diazo Transfer Reaction
Author(s) -
Iminov Rustam T.,
Mashkov Alexander V.,
Chalyk Bohdan A.,
Mykhailiuk Pavel K.,
Tverdokhlebov Anton V.,
Tolmachev Andrey A.,
Volovenko Yulian M.,
Shishkin Oleg V.,
Shishkina Svetlana V.
Publication year - 2013
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/ejoc.201300030
Subject(s) - chemistry , trifluoromethyl , diazo , alkyl , azide , hydrolysis , 1,2,3 triazole , organic chemistry , triazole , medicinal chemistry
The reaction of ethyl 3‐(alkylamino)‐4,4,4‐trifluoro‐but‐2‐enoates with mesyl azide in the presence of 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) gave ethyl 1‐alkyl‐5‐trifluoromethyl‐1,2,3‐triazole‐4‐carboxylates in good yields. Further hydrolysis of the ester group afforded the title compounds on a multigram scale.