title: DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations.
abstract: 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.
authors.affiliation: Development Science and Technology, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA.
authors.forename: Claude
authors.initials: C
authors.lastname: Larrivée-Aboussafy
authors.forename: Brian P
authors.initials: BP
authors.lastname: Jones
authors.forename: Kristin E
authors.initials: KE
authors.lastname: Price
authors.forename: Mark A
authors.initials: MA
authors.lastname: Hardink
authors.forename: Robert W
authors.initials: RW
authors.lastname: McLaughlin
authors.forename: Brett M
authors.initials: BM
authors.lastname: Lillie
authors.forename: Joel M
authors.initials: JM
authors.lastname: Hawkins
authors.forename: Rajappa
authors.initials: R
authors.lastname: Vaidyanathan
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000577:Amides; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007093:Imidazoles; C006900:N,N-carbonyldiimidazole; C031033:1,8-diazabicyclo(5.4.0)undec-7-ene