14135-68-3Relevant articles and documents
Amide formation using in situ activation of carboxylic acids with [Et 2NSF2]BF4
Mahe, Olivier,Desroches, Justine,Paquin, Jean-Francois
, p. 4325 - 4331 (2013/07/26)
The formation of amides through the in situ activation of carboxylic acids with [Et2NSF2]BF4 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. Copyright
COUPLED ACYLATION OF AMINES DEPENDENT ON 3-NITRO-4-CHLOROCOUMARIN
Parfenov, E. A.,Smirnov, L. D.
, p. 799 (2007/10/02)
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Photostimulated Reactions of N,N-Disubstituted Amide Enolate Anions with Haloarenes by the SRN1 Mechanism in Liquid Ammonia
Rossi, Roberto A.,Alonso, Ruben A.
, p. 1239 - 1241 (2007/10/02)
The photostimulated reactions of chloro-, bromo-, and iodobenzenes, 1-chloronaphthalene, and 9-bromophenanthrene with the enolate anion of N-methyl-N-phenylacetamide in liquid ammonia gave good yields of substituted products.In the dark, iodobenzene gave 34percent of substitution product, but chlorobenzene did not react.The enolate anion of N,N-dimethylacetamide was only partially soluble in liquid ammonia, but good yields of substitution products were obtained.The enolate anion of N-acetylpiperidine was insoluble in liquid ammonia, but the enolate anion of N-acetylmorpholine was soluble and good yields of substitution products were obtained under photostimulation.It is suggested that these reactions occur by the SRN1 mechanism of aromatic substitution.