Tetrahedron 2018-02-23

Direct Aminophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes

Ivânia R. Cabrita, Sara C.A. Sousa, Pedro R. Florindo, Ana C. Fernandes

Index: 10.1016/j.tet.2018.02.047

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Abstract

This work reports a novel method for the direct aminophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes. The system HP(O)(OEt)2/[CpRu(PPh3)2Cl] was very efficient for the aminophosphonylation of aldehydes with primary and secondary amines, producing the corresponding α-aminophosphonates in good to excellent yields. This novel method has several advantages including the use of a small amount of catalyst (0.5 mol%), high chemoselectivity, solvent-free conditions and application of the catalyst [CpRu(PPh3)2Cl] for at least 12 cycles with excellent activity.

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