DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations.
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been found to catalyze the amidation of acyl imidazoles. The rate acceleration is especially evident with traditionally unreactive, electron-deficient anilines. DBU is readily available and offers safety and cost advantages over more commonly employed catalysts such as 1-hydroxybenzotriazole.
Larrivée-Aboussafy
Claude
C
Development Science and Technology, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA.
Jones
Brian P
BP
Price
Kristin E
KE
Hardink
Mark A
MA
McLaughlin
Robert W
RW
Lillie
Brett M
BM
Hawkins
Joel M
JM
Vaidyanathan
Rajappa
R
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure
D000577:Amides; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007093:Imidazoles; C006900:N,N-carbonyldiimidazole; C031033:1,8-diazabicyclo(5.4.0)undec-7-ene