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The activation ofN-hydroxy compounds by μ-oxo-bis-[tris-(dimethylamino)-phosphonium] bis-tetrafluoroborate

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
32
Issue
20
Identifiers
DOI: 10.1016/0040-4020(76)87026-3

Abstract

Abstract A study is made of the effect of 1-hydroxybenzotriazole on μ-oxo-bis-[tris(dimethylamino)-phosphonium]-bis-tetrafluoroborate 1 during amide bond formation. The reagent 1 is used to activate phenylhydroxamic acid towards a Lossen-type rearrangement and bring about Beckmann rearrangement of ketoximes under mild conditions. Both syn- and anti-benzaldoxime give benzonitrile by elimination.

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