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Selective cleaving the N P bond of difluoromethylene phosphabetaines for effective synthesis of β-ketoamides

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Abstract An unprecedent transition-metal-free protocol for the synthesis of β-ketoamides from β-ketoesters is described. This method involves selective cleaving N P bond of an unusual aminating reagent, [tris(dimethylamino)phosphonio]difluoroacetate (ADFA), which… Click to show full abstract

Abstract An unprecedent transition-metal-free protocol for the synthesis of β-ketoamides from β-ketoesters is described. This method involves selective cleaving N P bond of an unusual aminating reagent, [tris(dimethylamino)phosphonio]difluoroacetate (ADFA), which is well known as the difluoromethylene ylide precursor. The process is notable for its operational simplicity and good functional group tolerance.

Keywords: cleaving bond; synthesis ketoamides; selective cleaving; difluoromethylene

Journal Title: Tetrahedron Letters
Year Published: 2019

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