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

Hudson, Harry R., Tajti, Ádám, Bálint, Erika, Czugler, Mátyás, Karaghiosoff, Konstantin and Keglevich, György (2020) Microwave-assisted synthesis of α-aminophosphonates with sterically demanding α-aryl substituents. Synthetic Communications. pp. 1-10. ISSN 1532-2432

Abstract

A series of N-benzhydryl protected α-aminophosphonates with α-phenyl, α-(1-naphtyl), α-(9-anthryl) or α-(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 α-aminophosphonates confirmed the presence of unusually short intramolecular Cα–Hδ+ ··· δ+H–Cperi contacts.

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