title: Formamide Synthesis through Borinic Acid Catalysed Transamidation under Mild Conditions.
abstract: A highly efficient and mild transamidation of amides with amines co-catalysed by borinic acid and acetic acid has been reported. A wide range of functionalised formamides was synthesized in excellent yields, including important chiral α-amino acid derivatives, with minor racemisation being observed. Experiments suggested that the reaction rely on a cooperative catalysis involving an enhanced boron-derived Lewis acidity rather than an improved Brønsted acidity of acetic acid.
authors.affiliation: Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN et, Université de Caen Basse-Normandie, CNRS, 6 bd du Maréchal Juin, 14050, Caen, France.
authors.forename: Tharwat Mohy El
authors.initials: TM
authors.lastname: Dine
authors.affiliation: Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN et, Université de Caen Basse-Normandie, CNRS, 6 bd du Maréchal Juin, 14050, Caen, France.
authors.forename: David
authors.initials: D
authors.lastname: Evans
authors.affiliation: Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN et, Université de Caen Basse-Normandie, CNRS, 6 bd du Maréchal Juin, 14050, Caen, France.
authors.forename: Jacques
authors.initials: J
authors.lastname: Rouden
authors.affiliation: Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN et, Université de Caen Basse-Normandie, CNRS, 6 bd du Maréchal Juin, 14050, Caen, France. jerome.blanchet@ensicaen.fr.
authors.forename: Jérôme
authors.initials: J
authors.lastname: Blanchet
mesh_terms: D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001889:Borinic Acids / Q000737:chemistry*; D002384:Catalysis; D005559:Formamides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000588:Amines; D001889:Borinic Acids; D005559:Formamides
keywords: amides; amines; boronic acid; synthetic methods; transamidation