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Amide Formation Using In Situ Activation of Carboxylic Acids with [Et 2 NSF 2 ]BF 4
Author(s) -
Mahé Olivier,
Desroches Justine,
Paquin JeanFrançois
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.201300289
Subject(s) - chemistry , racemization , enantiopure drug , carboxylic acid , amide , yield (engineering) , amine gas treating , in situ , organic chemistry , medicinal chemistry , stereochemistry , catalysis , enantioselective synthesis , materials science , metallurgy
Abstract The formation of amides through the in situ activation of carboxylic acids with [Et 2 NSF 2 ]BF 4 is presented. A wide range of carboxylic acids and amines were used to produce the corresponding amides in up to 99 % yield. The reaction of hindered amines was also possible in the presence of 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) under slightly modified conditions. An enantiopure carboxylic acid and amine were both shown to react without racemization.