Microwave-assisted synthesis of alpha-aminophosphonates with sterically demanding alpha-aryl substituents

Hudson, Harry R.; Tajti, Adam; Balint, Erika; Czugler, Matyas; Karaghiosoff, Konstantin und Keglevich, Gyorgy (2020): Microwave-assisted synthesis of alpha-aminophosphonates with sterically demanding alpha-aryl substituents. In: Synthetic Communications, Bd. 50, Nr. 10: S. 1446-1455

Abstract

A series of N-benzhydryl protected alpha-aminophosphonates with alpha-phenyl, alpha-(1-naphtyl), alpha-(9-anthryl) or alpha-(1-pyrenyl) substituents was synthesized by the Kabachnik-Fields condensation of diphenylmethylamine (benzhydrylamine), the corresponding aryl aldehyde and a dialkyl phosphite under MW irradiation. X-ray studies performed at low temperatures for a few of these alpha-aminophosphonates confirmed the presence of unusually short intramolecular C-alpha-H delta+ center dot center dot center dot H delta+-C-peri contacts. [GRAPHICS] .

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 0039-7911
• Sprache: Englisch