Reactions of acyl nitroso compounds with amines: Production of nitroxyl (HNO) with the preparation of amides

DOI: 10.1016/S0040-4039(97)82943-7

Source and publish data:

Tetrahedron Letters p. 9287 - 9290 (1996)

Update date:2022-08-16

Topics:

Authors:

Atkinson, Robert N.

Storey, Bernadette M.

King, S. Bruce

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Article abstract of DOI:10.1016/S0040-4039(97)82943-7

Oxidation of hydroxamic acids in the presence of amines generates nitrous oxide (N₂O) and the corresponding amide. The identification of N₂O suggests the intermediacy of nitroxyl (HNO). Retro-Diels Alder dissociation of cyclopentadiene-acyl nitroso compound cycloadducts releases N₂O with amide formation.

Full text of DOI:10.1016/S0040-4039(97)82943-7

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